delta,delta-Bi-O-garcinoic acid

ID: ALA4784567

Chembl Id: CHEMBL4784567

PubChem CID: 162666467

Max Phase: Preclinical

Molecular Formula: C54H74O8

Molecular Weight: 851.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=C\CC/C(C)=C/CC[C@]1(C)CCc2cc(Oc3c(O)cc(C)c4c3CC[C@@](C)(CC/C=C(\C)CC/C=C(\C)CC/C=C(\C)C(=O)O)O4)cc(C)c2O1)CC/C=C(\C)C(=O)O

Standard InChI:  InChI=1S/C54H74O8/c1-36(21-13-25-40(5)51(56)57)17-11-19-38(3)23-15-29-53(9)31-27-44-35-45(33-42(7)48(44)61-53)60-50-46-28-32-54(10,62-49(46)43(8)34-47(50)55)30-16-24-39(4)20-12-18-37(2)22-14-26-41(6)52(58)59/h17-18,23-26,33-35,55H,11-16,19-22,27-32H2,1-10H3,(H,56,57)(H,58,59)/b36-17+,37-18+,38-23+,39-24+,40-25+,41-26+/t53-,54-/m1/s1

Standard InChI Key:  TTXVKRPIKWUXMT-FDVAQWHMSA-N

Alternative Forms

1. Parent:

   

   ALA4784567

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 851.18

Molecular Weight (Monoisotopic): 850.5384

AlogP: 14.50

#Rotatable Bonds: 22

Polar Surface Area: 122.52

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.57

CX Basic pKa: ┄

CX LogP: 14.74

CX LogD: 9.76

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.08

Np Likeness Score: 1.25

References

1. Hioki Y,Onwona-Agyeman S,Kakumu Y,Hattori H,Yamauchi K,Mitsunaga T.  (2020)  Garcinoic Acids and a Benzophenone Derivative from the Seeds of Garcinia kola and Their Antibacterial Activities against Oral Bacterial Pathogenic Organisms.,  83  (7): [PMID:32644811] [10.1021/acs.jnatprod.9b01045]

Source

Source(1):

• Scientific Literature