(2S,2'R,3R,3'R)-2'-(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-2-(4-hydroxyphenyl)-3,8'-bichroman-4,4'-dione

ID: ALA508885

Chembl Id: CHEMBL508885

Cas Number: 18913-18-3

PubChem CID: 161259

Max Phase: Preclinical

Molecular Formula: C30H22O12

Molecular Weight: 574.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2c(O)cc(O)cc2O[C@H](c2ccc(O)cc2)[C@H]1c1c(O)cc(O)c2c1O[C@H](c1ccc(O)c(O)c1)[C@@H](O)C2=O

Standard InChI:  InChI=1S/C30H22O12/c31-13-4-1-11(2-5-13)28-24(25(38)21-17(35)8-14(32)9-20(21)41-28)22-18(36)10-19(37)23-26(39)27(40)29(42-30(22)23)12-3-6-15(33)16(34)7-12/h1-10,24,27-29,31-37,40H/t24-,27-,28+,29+/m0/s1

Standard InChI Key:  SNFOQVRNAHJPMU-BENTYHEHSA-N

Alternative Forms

1. Parent:

   

   ALA508885

   Garcinia biflavonoid 2

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: 574.49

Molecular Weight (Monoisotopic): 574.1111

AlogP: 3.40

#Rotatable Bonds: 3

Polar Surface Area: 214.44

Molecular Species: NEUTRAL

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.33

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: 2.00

References

1. Ito C, Itoigawa M, Miyamoto Y, Rao KS, Takayasu J, Okuda Y, Mukainaka T, Tokuda H, Nishino H, Furukawa H..  (1999)  A new biflavonoid from Calophyllum panciflorum with antitumor-promoting activity.,  62  (12): [PMID:10654415] [10.1021/np990065j]

2. 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