![C13H13NO5 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4- hydroxy-, (4S)- (9CI, ACI) H319, H302](http://cdn.globalso.com/nvchem/style/global/img/demo/page_banner.jpg)
![C13H13NO5 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4- hydroxy-, (4S)- (9CI, ACI) H319, H302 Featured Image](https://cdn.globalso.com/nvchem/C13H13NO5-1H-Pyrano.jpg)
C13H13NO5 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4-ethyl-7,8-dihydro-4- hydroxy-, (4S)- (9CI, ACI) H319, H302
| Key Physical Properties | Value | Condition |
| Molecular Weight | 263.25 | - |
| Melting Point (Experimental) | 177.1-178.3 °C | - |
| Boiling Point (Predicted) | 666.6±55.0 °C | Press: 760 Torr |
| Density (Predicted) | 1.50±0.1 g/cm3 | Temp: 20 °C; Press: 760 Torr |
| pKa (Predicted) | 11.20±0.20 | Most Acidic Temp: 25 °C |
Canonical SMILES O=C1C2=C(C=C3C(=O)CCN13)C(O)(C(=O)OC2)CC
Isomeric SMILES C(C)[C@]1(O)C2=C(C(=O)N3C(=C2)C(=O)CC3)COC1=O
InChI
InChI=1S/C13H13NO5/c1-2-13(18)8-5-9-10(15)3-4-14(9)11(16)7(8)6-19-12(13)17/h5,18H,2-4,6H2,1H3/t13-/m0/s1
InChI Key
IGKWOGMVAOYVSJ-ZDUSSCGKSA-N
5 Other Names for this Substance
(4S)-4-Ethyl-7,8-dihydro-4-hydroxy-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione (ACI); 1H-Pyrano[3,4-f]indolizine-3,6,10(4H)-trione, 4- ethyl-7,8-dihydro-4-hydroxy-, (S)- (ZCI); (4S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)trione; (4S)-4-Ethyl-4-
hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10-trione; (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10 (4H)-trione
| Properties available |
| Optical and Scattering |
| Thermal |
Optical and Scattering
| Property | Value | Condition | Source |
| Optical Rotatory Power | +120.6 deg | c: 0.62 g/100mL; Solvent: Chloroform | (1) IC |
| Optical Rotatory Power | +120.57 deg | c: 0.62 g/100mL; Solvent: Chloroform; Temp: 20 °C | (2) IC |
| Optical Rotatory Power | +119.57 deg | c: 1.0 g/100mL; Solvent: Chloroform; λ: 589.3 nm; Temp: 25 °C | (3) CAS |
| Optical Rotatory Power | +119.57 degrees·mL/g·dm | c: 1.0 g/100mL; Solvent: Chloroform; λ: Sodium D line; Temp: 25 °C | (4) CAS |
| Optical Rotatory Power | +117.6 deg | c: 0.56 g/100mL; Solvent: Chloroform; Temp: 23 °C | (5) IC |
| Optical Rotatory Power | +116.14 degrees·mL/g·dm | c: 1.0 g/100mL; Solvent: Chloroform; λ: Sodium D line; Temp: 26 °C | (4) CAS |
| Optical Rotatory Power | +96 deg | c: 0.40 g/100mL; Temp: 21 °C | (6) IC |
| Optical Rotatory Power | +77.8 deg | c: 0.62 g/100mL; Solvent: Chloroform; λ: 589.3 nm; Temp: 25 °C | (7) CAS |
(1) Terasawa, Hirofumi; Chemical & Pharmaceutical Bulletin, (1989), 37(12), 3382-5, CAplus
(2) Tagawa, Hiroaki; EP220601, A1, 1987, CAplus
(3) Henegar, Kevin E.; Journal of Organic Chemistry, (1997), 62(19), 6588-6597, CAplus
(4) Watanabe, Tatsuya; Chemistry - An Asian Journal, (2013), 8(3), 630-638, CAplus
(5) Ejima, Akio; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), (1990)(1), 27-31, CAplus
(6) Wani, Mansukh C.; Journal of Medicinal Chemistry, (1987), 30(12), 2317-19, CAplus
(7) Kuang, Yun-Yan; Helvetica Chimica Acta, (2010), 93(10), 2094-2099, CAplus
Thermal
| Property | Value | Condition | Source | |
| Melting Point | 183-185 °C (decomp) | (1) CAS | ||
| Melting Point | 177.1-178.3 °C | (2) CAS | ||
| Melting Point | 176-177 °C (decomp) | (3) IC | ||
| Melting Point | 169-170 °C | Solvent: | Ethyl acetate | (4) IC |
(1) Kuang, Yun-Yan; Helvetica Chimica Acta, (2010), 93(10), 2094-2099, CAplus
(2) Henegar, Kevin E.; Journal of Organic Chemistry, (1997), 62(19), 6588-6597, CAplus
(3) Ejima, Akio; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), (1990)(1), 27-31, CAplus
(4) Wani, Mansukh C.; Journal of Medicinal Chemistry, (1987), 30(12), 2317-19, CAplus
Spectra available
1H NMR
Mass
| Properties available |
| Biological |
| Chemical |
| Density |
| Lipinski |
| Structure Related |
| Thermal |
Biological
| Property | Value | Condition | Source |
| Bioconcentration Factor | 1.0 | pH 1; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 2; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 3; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 4; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 5; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 6; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 7; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 8; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 9; Temp: 25 °C | (1) ACD |
| Bioconcentration Factor | 1.0 | pH 10; Temp: 25 °C | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
Chemical
| Property | Value | Condition | Source |
| Koc | 7.37 | pH 1; Temp: 25 °C | (1) ACD |
| Koc | 7.37 | pH 2; Temp: 25 °C | (1) ACD |
| Koc | 7.37 | pH 3; Temp: 25 °C | (1) ACD |
| Koc | 7.37 | pH 4; Temp: 25 °C | (1) ACD |
| Koc | 7.37 | pH 5; Temp: 25 °C | (1) ACD |
| Koc | 7.37 | pH 6; Temp: 25 °C | (1) ACD |
| Koc | 7.37 | pH 7; Temp: 25 °C | (1) ACD |
| Property | Value | Condition | Source |
| Koc | 7.37 | pH 8; Temp: 25 °C | (1) ACD |
| Koc | 7.33 | pH 9; Temp: 25 °C | (1) ACD |
| Koc | 6.94 | pH 10; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 1; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 2; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 3; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 4; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 5; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 6; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 7; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 8; Temp: 25 °C | (1) ACD |
| logD | -0.94 | pH 9; Temp: 25 °C | (1) ACD |
| logD | -0.96 | pH 10; Temp: 25 °C | (1) ACD |
| logP | -0.936±0.842 | Temp: 25 °C | (1) ACD |
| Mass Intrinsic Solubility | 371 g/L | Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 1; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 2; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 3; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 4; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 5; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 6; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 7; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 8; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | pH 9; Temp: 25 °C | (1) ACD |
| Mass Solubility | 392 g/L | pH 10; Temp: 25 °C | (1) ACD |
| Mass Solubility | 371 g/L | Unbuffered Water pH 5.53; Temp: 25 °C | (1) ACD |
| Molar Intrinsic Solubility | 1.41 mol/L | Temp: 25 °C | (1) ACD |
| Molar Solubility | 1.41 mol/L | pH 1; Temp: 25 °C | (1) ACD |
| Molar Solubility | 1.41 mol/L | pH 2; Temp: 25 °C | (1) ACD |
| Molar Solubility | 1.41 mol/L | pH 3; Temp: 25 °C | (1) ACD |
| Molar Solubility | 1.41 mol/L | pH 4; Temp: 25 °C | (1) ACD |
| Molar Solubility | 1.41 mol/L | pH 5; Temp: 25 °C | (1) ACD |
| Property | Value | Condition | Source | |
| Molar Solubility | 1.41 mol/L | pH 6; Temp: 25 °C | (1) ACD | |
| Molar Solubility | 1.41 mol/L | pH 7; Temp: 25 °C | (1) ACD | |
| Molar Solubility | 1.41 mol/L | pH 8; Temp: 25 °C | (1) ACD | |
| Molar Solubility | 1.41 mol/L | pH 9; Temp: 25 °C | (1) ACD | |
| Molar Solubility | 1.49 mol/L | pH 10; Temp: 25 °C | (1) ACD | |
| Molar Solubility | 1.41 mol/L | Unbuffered Water pH 5.53; Temp: 25 °C | (1) ACD | |
| Molecular Weight | 263.25 | |||
| pKa | 11.20±0.20 | Most Acidic Temp: 25 °C | (1) ACD | |
| pKa | -2.24±0.40 | Most Basic Temp: 25 °C | (1) ACD | |
| Vapor Pressure | 1.29 x 10-20 | Torr | Temp: 25 °C | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
Density
| Property | Value | Condition | Source |
| Density | 1.50±0.1 g/cm3 | Temp: 20 °C; Press: 760 Torr | (1) ACD |
| Molar Volume | 174.8±5.0 cm3/mol | Temp: 20 °C; Press: 760 Torr | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
Lipinski
| Property | Value | Condition | Source |
| Freely Rotatable Bonds | 2 | (1) ACD | |
| H Acceptors | 6 | (1) ACD | |
| H Donors | 1 | (1) ACD | |
| H Donor/Acceptor Sum | 7 | (1) ACD | |
| logP | -0.936±0.842 | Temp: 25 °C | (1) ACD |
| Molecular Weight | 263.25 |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
Structure Related
| Property | Value |
Condition |
Source |
| Polar Surface Area | 83.9 A2 | (1) ACD | |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
Thermal
| Property | Value | Condition | Source |
| Boiling Point | 666.6±55.0 °C | Press: 760 Torr | (1) ACD |
| Enthalpy of Vaporization | 112.17±6.0 kJ/mol | Press: 760 Torr | (1) ACD |
| Flash Point | 357.0±31.5 °C | (1) ACD |
(1) Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2023 ACD/Labs)
Spectra available
1H NMR
13C NMR
| Code | Hazard Statement | Source |
| H319 | Causes serious eye irritation | European Chemical Agency (ECHA) Classification&Labelling Inventory - Notified classification and labelling - most common notifications, European Chemical Agency (ECHA) Classification&Labelling Inventory - Notified classification and labelling - most serious notifications |
| H302 | Harmful if swallowed | European Chemical Agency (ECHA) Classification&Labelling Inventory - Notified classification and labelling - most common notifications, European Chemical Agency (ECHA) Classification&Labelling Inventory - Notified classification and labelling - most serious notifications |
Confidential Business Information: Public
| Regulatory Synonyms | ||
| (S)-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyranno(3,4-f)indolizine-3,6,10(4H)-trione |
- |
French |
| (S)-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyranno[3,4-f]indolizine-3,6,10(4H)-trione |
- |
French |
| (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano(3,4-f)indolizin-3,6,10(4H)-trion |
- |
Danish, German |
| (S)-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano(3,4-f)indolizine-3,6,10(4H)-trion |
- |
Dutch |
| (S)-4-Ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizin-3,6,10(4H)-trion |
- |
Danish, German |
| (S)-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trion |
- |
Dutch |
| (S)-4-ethyl-4-hydroxy-7,8-dihydro-1H-pyrano[3,4-f]indolizine-3,6,10(4H)-trione |
- |
- |
| (S)-4-etil-4-hidroxi-7,8-dihidro-1H-pirano(3,4-f)indolizina-3,6,10(4H)-triona |
- |
Portuguese, Spanish |
| (S)-4-etil-4-hidroxi-7,8-dihidro-1H-pirano[3,4-f]indolizina-3,6,10(4H)-triona |
- |
Portuguese, Spanish |
| (S)-4-etil-4-idrossi-7,8-diidro-1H-pirano(3,4-f)indolizin-3,6,10(4H)-trione |
- |
Italian |
| (S)-4-etil-4-idrossi-7,8-diidro-1H-pirano[3,4-f]indolizin-3,6,10(4H)-trione |
- |
Italian |
| (S)-4-etyl-4-hydroxi-7,8-dihydro-1H-pyrano(3,4-f)indolizin-3,6,10(4H)-trion |
- |
Swedish |
| (S)-4-etyl-4-hydroxi-7,8-dihydro-1H-pyrano[3,4-f]indolizin-3,6,10(4H)-trion |
- |
Swedish |
| (S)-4-etyyli-4-hydroksi-7,8-dihydro-1H-pyrano(3,4-f)indolitsiini-3,6,10(4H)-trioni |
- |
Finnish |
| (S)-4-etyyli-4-hydroksi-7,8-dihydro-1H-pyrano[3,4-f]indolitsiini-3,6,10(4H)-trioni |
- |
Finnish |
Details by Country/International & Other Lists
Harmonized Tariff Code: 293499 Country/Region Information Available
European Union Summary
EU Flags
EU Customs Code CN : 29349990
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