Codeine
PubChem CID: 5284371
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| Compound Synonyms | codeine, Methylmorphine, Codeine anhydrous, Codicept, Coducept, l-Codeine, 76-57-3, Morphine monomethyl ether, O3-Methylmorphine, (-)-Codeine, Morphine 3-methyl ether, codeinum, CODEINE BASE, Codein, Morphine-3-methyl ether, Norcodine, N-methyl, Norcodeine, N-methyl, Codeine polistirex, codeina, CCRIS 7555, HSDB 3043, O(3)-methylmorphine, CHEBI:16714, UNII-UX6OWY2V7J, UX6OWY2V7J, EINECS 200-969-1, Codeine (CRM), Codeinum monohydricum, MYTUSSIN, DTXSID2020341, KODELAK FITO, Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-, IDS-NC-005(SECT.-2), 7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol, 7,8-didehydro-4,5alpha-epoxy-3-methoxy-17-methylmorphinan-6alpha-ol, SS85U8K5ZN, DTXCID40341, Codeine Anhydrate, Morphinan-6alpha-ol, 7,8-didehydro-4,5alpha-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol, DEA No. 9050, LEAN, Morphinan-6-alpha-ol, 7,8-didehydro-4,5-alpha-epoxy-3-methoxy-17-methyl-, Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5-alpha,6-alpha)-, CODEINE (MART.), metilmorfina, Codeine (1.0 mg/mL in Methanol), Morphine-3-methyl ester, 3-methoxy-17-methyl-7,8-didehydro-4,5alpha-epoxymorphinan-6alpha-ol, N Methylmorphine, CHEMBL369475, N-methylnorcodeine, CODEINE (USP MONOGRAPH), (5alpha,6alpha)-17-methyl-3-(methyloxy)-7,8-didehydro-4,5-epoxymorphinan-6-ol, UNII-Q830PW7520, N-methyl norcodine, (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol, Codeine [INN:BAN], CODEINE MONOHYDRATE (EP MONOGRAPH), 3-o-methylmorphine monohydrate, DIHYDROCODEINE HYDROGEN TARTRATE IMPURITY A (EP IMPURITY), DIHYDROCODEINE HYDROGEN TARTRATE IMPURITY A [EP IMPURITY], HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY C (EP IMPURITY), HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY C [EP IMPURITY], (Codeine), Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5.alpha.,6.alpha.)-, (1S,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo(9.6.1.0(1,13).0(5,17).0(7,18))octadeca-7(18),8,10,15-tetraen-14-ol, (1S,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0(1,13).0(5,17).0(7,18)]octadeca-7(18),8,10,15-tetraen-14-ol, 10-methoxy-4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol(Codeine), 10-methoxy-4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol[codeine], N-methyl-nordoceine, NSC11427, 7,8-Didehydro-4,5-epoxy-3-methoxy-17-methyl-(5,6)-morphinan-6-ol, Norcodeine, N-methyl-, CODEINE [HSDB], CODEINE [MI], CODEINE [WHO-DD], CHEMBL485, Epitope ID:120369, Codeine polistirex [USAN], SCHEMBL3257, GTPL1673, 831 - Opiates in poppy seeds, Codeine 0.1 mg/ml in Methanol, Codeine 1.0 mg/ml in Methanol, CODEINE COMPONENT OF TUZISTRA, Tox21_200082, TUZISTRA COMPONENT OF CODEINE, BDBM50019351, BDBM50105098, 7,8-didehydro-4,5-alpha-epoxy-3-methoxy-17-methylmorphinan-6-alpha-ol, AKOS015955539, DB00318, CAS-76-57-3, NCGC00248518-01, NCGC00257636-01, AC-11114, DB-318946, DB-318947, NS00000391, C-0010, C06174, MORPHINE SULFATE IMPURITY A [EP IMPURITY], Q174723, MORPHINE HYDROCHLORIDE IMPURITY A [EP IMPURITY], Codeine, European Pharmacopoeia (EP) Reference Standard, ETHYLMORPHINE HYDROCHLORIDE IMPURITY C [EP IMPURITY], 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-(5 ALPHA, 6 ALPHA)-MORPHINAN 6-OL, MORPHINAN-6-OL, 7,8-DIDEHYDRO-4,5-EPOXY-3-METHOXY-17-METHYL-(5 ALPHA, 6, Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)- (9CI), Morphinan-6alpha-ol, 7,8-didehydro-4,5alpha-epoxy-3-methoxy-17-methyl- (8CI), (1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-ol, (1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18),15-tetraen-14-ol, (5?,6?)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol, (-)-Codeine, Codicept, (codeine)10-methoxy-4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol, 10-methoxy-4-methyl-(13R,14S)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-ol(Dihydrocodeine), 10-methoxy-4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol, 10-methoxy-4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol phosphate(codeine), 10-methoxy-4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol(codeine (H3PO4)), 10-methoxy-4-methyl-(1S,5R,13R,14S,17R)-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol(codeine phosphate), 200-969-1 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 41.9 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CC2CC3CCCC45C(CCCC34)CC(C1)C25 |
| Np Classifier Class | Isoquinoline alkaloids, Morphinan alkaloids |
| Deep Smiles | COcccccc6O[C@@H][C@]5CCN[C@H]C%11)[C@@H]6C=C[C@@H]%10O))))))C |
| Heavy Atom Count | 22.0 |
| Classyfire Class | Morphinans |
| Description | Opium alkaloid (Papaver somniferum) (content ca. 1%) An opioid analgesic related to morphine but with less potent analgesic properties and mild sedative effects. It also acts centrally to suppress cough., Codeine (INN) or methylmorphine is an opiate used for its analgesic, antitussive and antidiarrheal properties. Codeine is found in many foods, some of which are small-leaf linden, european plum, apple, and chinese water chestnut. |
| Scaffold Graph Node Level | C1CC2CC3NCCC45C(CCCC34)OC(C1)C25 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 509.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 5.0 |
| Enzyme Uniprot Id | Q9BY64, P06133, P22310, P36537, P16662, P54855, Q9Y4X1, P22309, O60656, Q9HAW9, P35503, Q9HAW8, O75795, P19224, P35504, O75310, Q9HAW7, Q6UWM9, A0N0X8, Q6NWU0 |
| Uniprot Id | Q9BY64, P06133, P22310, P36537, P16662, P54855, Q9Y4X1, P22309, O60656, Q9HAW9, P35503, Q9HAW8, O75795, P19224, P35504, O75310, Q9HAW7, P08684, P11712, P33261, P05181, Q9HB55, Q16678, P10635, P33260, P24903, Q8N118, P20813, P20815, Q16696, P24462, P13584, Q86W10, P05177, P11511, P10632, Q96SQ9, P51589, P20853, P11509, P41143, P35372, Q6UWM9, A0N0X8, P41145, Q5DT02, Q5DSZ6, Q5DSZ7, Q6NWU0, Q9NY46, P10633, P10634, P12938, Q64680, P33535, P33534, Q12809, O15245, n.a., Q16236, P10275 |
| Iupac Name | (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol |
| Prediction Hob | 1.0 |
| Class | Morphinans |
| Veber Rule | True |
| Classyfire Superclass | Alkaloids and derivatives |
| Target Id | NPT272, NPT145, NPT110, NPT98, NPT271, NPT613 |
| Xlogp | 1.1 |
| Superclass | Alkaloids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C18H21NO3 |
| Scaffold Graph Node Bond Level | C1=CC2C3Cc4cccc5c4C2(CCN3)C(C1)O5 |
| Prediction Swissadme | 1.0 |
| Inchi Key | OROGSEYTTFOCAN-DNJOTXNNSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.5555555555555556 |
| Logs | -2.147 |
| Rotatable Bond Count | 1.0 |
| State | Solid |
| Logd | 1.044 |
| Synonyms | (-)-codeine, 7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol, 9CI, Actacode, Ardinex, Calcidrine, Codein, Codeine anhydrous, Codicept, Coducept, Kodein, L-Codeine, Methylmorphine, Morphine 3-methyl ether, Morphine monomethyl ether, Morphine-3-methyl ester, morphine-3-methyl ether, N-methyl norcodine, N-methylmorphine, N-methylnorcodeine, Norcodeine, N-methyl, Norcodine, N-methyl, Novahistine DH, O3-Methylmorphine, Tussipan, (-)-Codeine, (1S,13R,14S,17R)-10-Methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0(1,13).0(5,17).0(7,18)]octadeca-7(18),8,10,15-tetraen-14-ol, (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol, 7,8-Didehydro-4,5alpha-epoxy-3-methoxy-17-methylmorphinan-6alpha-ol, Codeina, Morphine-3-methyl ether, O(3)-Methylmorphine, (5a,6a)-7,8-Didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol, (5Α,6α)-7,8-didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol, 7,8-Didehydro-4,5a-epoxy-3-methoxy-17-methylmorphinan-6a-ol, 7,8-Didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6α-ol, Codeine phosphate, Isocodeine, N-Methylmorphine, N Methylmorphine, (-) codeine, codein, codeine |
| Esol Class | Soluble |
| Functional Groups | CC=CC, CN(C)C, CO, cOC |
| Compound Name | Codeine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 299.152 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 299.152 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 299.4 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 5.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -2.550112181818182 |
| Inchi | InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1 |
| Smiles | CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)O |
| Nring | 5.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Morphinans |
| Np Classifier Superclass | Tyrosine alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Aloe Microstigma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Argemone Mexicana (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279 - 3. Outgoing r'ship
FOUND_INto/from Chrozophora Prostrata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Papaver Somniferum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Plectranthus Amboinicus (Plant) Rel Props:Reference:ISBN:9788172360481