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

ID: ALA456859

Chembl Id: CHEMBL456859

Cas Number: 19360-72-6

PubChem CID: 467746

Max Phase: Preclinical

Molecular Formula: C30H22O10

Molecular Weight: 542.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C[C@@H](c2ccc(O)cc2)Oc2c1c(O)cc(O)c2[C@H]1C(=O)c2c(O)cc(O)cc2O[C@@H]1c1ccc(O)cc1

Standard InChI:  InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)22-12-21(37)24-19(35)11-20(36)26(30(24)39-22)27-28(38)25-18(34)9-17(33)10-23(25)40-29(27)14-3-7-16(32)8-4-14/h1-11,22,27,29,31-36H,12H2/t22-,27-,29+/m0/s1

Standard InChI Key:  MXEIKUWMKSYEII-DETITRACSA-N

Alternative Forms

1. Parent:

   

   ALA456859

   (3,8'-Bi-2H-1-benzopyran)-4,4'(3H,3'H)-dione, 5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-, (2S,2'S,3R)-

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: 542.50

Molecular Weight (Monoisotopic): 542.1213

AlogP: 4.73

#Rotatable Bonds: 3

Polar Surface Area: 173.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.40

CX Basic pKa: ┄

CX LogP: 5.37

CX LogD: 5.02

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: 1.75

References

1. Lin YM, Anderson H, Flavin MT, Pai YH, Mata-Greenwood E, Pengsuparp T, Pezzuto JM, Schinazi RF, Hughes SH, Chen FC..  (1997)  In vitro anti-HIV activity of biflavonoids isolated from Rhus succedanea and Garcinia multiflora.,  60  (9): [PMID:9322359] [10.1021/np9700275]

2. 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]

3. 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