Luteolin 7-O-(4''-caffeoyl)-beta-D-glucopyranoside

ID: ALA4590166

Chembl Id: CHEMBL4590166

PubChem CID: 155568103

Max Phase: Preclinical

Molecular Formula: C30H26O14

Molecular Weight: 610.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(O)c(O)c1)O[C@H]1[C@H](O)[C@@H](O)[C@H](Oc2cc(O)c3c(=O)cc(-c4ccc(O)c(O)c4)oc3c2)O[C@@H]1CO

Standard InChI:  InChI=1S/C30H26O14/c31-12-24-29(44-25(38)6-2-13-1-4-16(32)18(34)7-13)27(39)28(40)30(43-24)41-15-9-20(36)26-21(37)11-22(42-23(26)10-15)14-3-5-17(33)19(35)8-14/h1-11,24,27-36,39-40H,12H2/b6-2+/t24-,27-,28-,29-,30-/m1/s1

Standard InChI Key:  YWFKRPGNXQGHPZ-AAVNDGFDSA-N

Alternative Forms

1. Parent:

   

   ALA4590166

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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: 610.52

Molecular Weight (Monoisotopic): 610.1323

AlogP: 1.43

#Rotatable Bonds: 7

Polar Surface Area: 236.81

Molecular Species: NEUTRAL

HBA: 14

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: 2.19

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.08

Np Likeness Score: 1.80

References

1. Sugimoto S, Yamano Y, Desoukey SY, Katakawa K, Wanas AS, Otsuka H, Matsunami K..  (2019)  Isolation of Sesquiterpene-Amino Acid Conjugates, Onopornoids A-D, and a Flavonoid Glucoside from Onopordum alexandrinum.,  82  (6): [PMID:31199638] [10.1021/acs.jnatprod.8b00948]

Source

Source(1):

• Scientific Literature