Abyssinone I

ID: ALA454332

Chembl Id: CHEMBL454332

Cas Number: 77263-11-7

PubChem CID: 101203

Max Phase: Preclinical

Molecular Formula: C25H28O5

Molecular Weight: 408.49

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Phaseollin | 5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one|77263-11-7|NSC618154|NSC 618154|CHEMBL454332|NSC-618154|5,7,4'-trihydroxy-3',5'-diprenylflavanone|4H-1-Benzopyran-4-one,3-Dihydro-5,7-dihydroxy-2-[4-hydroxy-3,5-bis(3-methyl-2-butenyl)phenyl]-, (S)-|4H-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3,5-bis(3-methyl-2-butenyl)phenyl)-, (S)-

Canonical SMILES:  CC(C)=CCc1cc(C2CC(=O)c3c(O)cc(O)cc3O2)cc(CC=C(C)C)c1O

Standard InChI:  InChI=1S/C25H28O5/c1-14(2)5-7-16-9-18(10-17(25(16)29)8-6-15(3)4)22-13-21(28)24-20(27)11-19(26)12-23(24)30-22/h5-6,9-12,22,26-27,29H,7-8,13H2,1-4H3

Standard InChI Key:  LQHKFMYWTKORCE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA454332

   PHASEOLLIN

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 408.49

Molecular Weight (Monoisotopic): 408.1937

AlogP: 5.53

#Rotatable Bonds: 5

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.84

CX Basic pKa: ┄

CX LogP: 6.29

CX LogD: 6.16

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: 1.90

References

1. Taniguchi M, Kubo I..  (1993)  Ethnobotanical drug discovery based on medicine men's trials in the African savanna: screening of east African plants for antimicrobial activity II.,  56  (9): [PMID:8254349] [10.1021/np50099a012]

Source

Source(1):

• Scientific Literature