Summary

IMPPAT Phytochemical identifier: IMPHY005359

Phytochemical name: 3-Dihydrocadambine

Synonymous chemical names:
3alpha-dihydrocadambine, 3beta-dihydrocadambine, 3α-dihydrocadambine

External chemical identifiers:
CID:162138, ChEMBL:CHEMBL4467154, ZINC:ZINC000095784521

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@H](O)CN2[C@@H](C3)c3[nH]c4c(c3CC2)cccc4)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C27H34N2O10/c1-36-25(35)15-11-37-26(39-27-24(34)23(33)22(32)19(10-30)38-27)20-14(15)8-17-21-13(6-7-29(17)9-18(20)31)12-4-2-3-5-16(12)28-21/h2-5,11,14,17-20,22-24,26-28,30-34H,6-10H2,1H3/t14-,17+,18-,19-,20+,22-,23+,24-,26+,27+/m1/s1

InChIKey:
HNZGKRAKJFZQAY-SBAWYOAKSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@H]O)CN[C@@H]C7)c[nH]ccc5CC9)))cccc6))))))))))))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CN(C)C, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CC3c4[nH]c5ccccc5c4CCN3CCC2C(OC2CCCCO2)O1

Scaffold Graph/Node level:
C1CCC(OC2OCCC3CC4C5NC6CCCCC6C5CCN4CCC32)OC1

Scaffold Graph level:
C1CCC(CC2CCCC3CC4C(CCC23)CCC2C3CCCCC3CC42)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Pyridoindoles

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Yohimbine-like alkaloids

NP-Likeness score: 1.803

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Chemical structure download