Higenamine
PubChem CID: 114840
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| Compound Synonyms | Higenamine, 5843-65-2, Demethyl-Coclaurine, Norcoclaurine, (RS)-norcoclaurine, (+-)-Norcoclaurine, DL-DEMETHYLCOCLAURINE, (+-)-Demethylcoclaurine, (+-)-O-Demethylcoclaurine, 1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol, TBV5O16GAP, (+/-)-Higenamine - synthetic, (R,S)-Norcoclaurine, CHEBI:18418, 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol, Coclaurine, O-demethyl-, (+-)-, HIGENAMINE [WHO-DD], DTXSID70973974, (+/-)-DEMETHYLCOCLAURINE, 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-, (+-)-, O-demethylcoclaurine, 6,7-Dihydroxy-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline, 6,7-ISOQUINOLINEDIOL, 1,2,3,4-TETRAHYDRO-1-((4-HYDROXYPHENYL)METHYL)-, 1(S)-norcoclaurine, UNII-TBV5O16GAP, 6,7-dihydroxy-1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline, (R)-Higenamine, Higenamine - natural, 1-(p-hydroxybenzyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline, CHEMBL19344, SCHEMBL636788, Norcoclaurine, Demethyl-Coclaurine, DTXCID00964092, WZRCQWQRFZITDX-UHFFFAOYSA-N, HY-N2037, MSK40288, BDBM50594953, s3294, AKOS023077522, DB12779, FS-8108, NCGC00408795-01, 1ST40288, AC-26394, FH145240, XH164059, DB-072479, CS-0018527, C06346, EN300-822192, Q5754240, BRD-A55204514-003-01-2, 1,2,3,4-tetrahydro-1-(4-hydroxybenzyl)isoquinoline-6,7-diol, 1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol #, Isoquinolin-6,7-diol, 1,2,3,4-tetrahydro-1-[4-hydroxybenzyl]-, (+-)-1,2,3,4-Tetrahydro-1-((4-hydroxyphenyl)methyl)-6,7-isoquinolinediol |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 72.7 |
| Hydrogen Bond Donor Count | 4.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCC(CC2CCCC3CCCCC32)CC1 |
| Np Classifier Class | Isoquinoline alkaloids, Tetrahydroisoquinoline alkaloids |
| Deep Smiles | Occcccc6))CCNCCcc6ccO)cc6)O |
| Heavy Atom Count | 20.0 |
| Classyfire Class | Isoquinolines and derivatives |
| Description | Alkaloid from the seed embryo of Nelumbo nucifera (East India lotus). (R)-Higenamine is found in coffee and coffee products. |
| Scaffold Graph Node Level | C1CCC(CC2NCCC3CCCCC32)CC1 |
| Classyfire Subclass | Benzylisoquinolines |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 317.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P14416, P21917, P10608 |
| Iupac Name | 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol |
| Prediction Hob | 1.0 |
| Class | Isoquinolines and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Organoheterocyclic compounds |
| Target Id | NPT243, NPT245 |
| Xlogp | 2.2 |
| Superclass | Organoheterocyclic compounds |
| Subclass | Benzylisoquinolines |
| Gsk 4 400 Rule | True |
| Molecular Formula | C16H17NO3 |
| Scaffold Graph Node Bond Level | c1ccc(CC2NCCc3ccccc32)cc1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | WZRCQWQRFZITDX-UHFFFAOYSA-N |
| Silicos It Class | Moderately soluble |
| Fcsp3 | 0.25 |
| Logs | -2.81 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | 2.069 |
| Synonyms | (+)-Demethylcoclaurine, (r)-norcoclaurine, Higenamine, (S)-(-)-Higenamine, (s)-norcoclaurine, Norcoclaurine, S-norcoclaurine, (+-)-1,2,3,4-Tetrahydro-1-((4-hydroxyphenyl)methyl)-6,7-isoquinolinediol, (+-)-Demethylcoclaurine, (+-)-Norcoclaurine, (+-)-O-Demethylcoclaurine, (R,S)-Norcoclaurine, 6,7-Dihydroxy-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline, (R)-Norcoclaurine, Higenamine hydrobromide, (+-)-isomer, Higenamine oxalate (1:1), (+-)-isomer, Higenamine, tartrate (1:1), R-(r*,r*)-(+-)-isomer, 1-(P-Hydroxybenzyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline, O-Demethylcoclaurine, Higenamine hydrochloride, (S)-isomer, 1(S)-Norcoclaurine, higenamine, norcoclaurine |
| Substituent Name | Benzylisoquinoline, Tetrahydroisoquinoline, 1,2-diphenol, Aralkylamine, Phenol, Benzenoid, Monocyclic benzene moiety, Azacycle, Secondary amine, Secondary aliphatic amine, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Amine, Aromatic heteropolycyclic compound |
| Esol Class | Soluble |
| Functional Groups | CNC, cO |
| Compound Name | Higenamine |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 271.121 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 271.121 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 271.31 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -3.2516591999999997 |
| Inchi | InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2 |
| Smiles | C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O |
| Nring | 3.0 |
| Np Classifier Biosynthetic Pathway | Alkaloids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Benzylisoquinolines |
| Np Classifier Superclass | Tyrosine alkaloids |
- 1. Outgoing r'ship
FOUND_INto/from Aconitum Carmichaelii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Aconitum Ciliare (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Aconitum Japonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Aconitum Kusnezoffii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Aconitum Triphyllum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Annona Reticulata (Plant) Rel Props:Source_db:fooddb_chem_all - 7. Outgoing r'ship
FOUND_INto/from Annona Squamosa (Plant) Rel Props:Reference:ISBN:9788172363130; ISBN:9788185042138 - 8. Outgoing r'ship
FOUND_INto/from Asarum Sieboldii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Nelumbo Nucifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 10. Outgoing r'ship
FOUND_INto/from Papaver Somniferum (Plant) Rel Props:Source_db:fooddb_chem_all