tanegool

ID: ALA1668113

Chembl Id: CHEMBL1668113

PubChem CID: 21630005

Max Phase: Preclinical

Molecular Formula: C20H24O7

Molecular Weight: 376.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Tanegool | Tanegool|CHEBI:70196|CHEMBL1668113|Q27138535|(7S,8R,7'S,8'S)-4,4',9,7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan|4-[(2S,3R,4S)-4-[(S)-hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol|4-{(S)-hydroxy[(3S,4R,5S)-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)tetrahydrofuran-3-yl]methyl}-2-methoxyphenol

Canonical SMILES:  COc1cc([C@@H](O)[C@@H]2CO[C@H](c3ccc(O)c(OC)c3)[C@H]2CO)ccc1O

Standard InChI:  InChI=1S/C20H24O7/c1-25-17-7-11(3-5-15(17)22)19(24)14-10-27-20(13(14)9-21)12-4-6-16(23)18(8-12)26-2/h3-8,13-14,19-24H,9-10H2,1-2H3/t13-,14+,19+,20+/m0/s1

Standard InChI Key:  MWQRAOGWLXTMIC-TUGJPZLJSA-N

Alternative Forms

1. Parent:

   

   ALA1668113

   TANEGOOL

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: 376.41

Molecular Weight (Monoisotopic): 376.1522

AlogP: 2.14

#Rotatable Bonds: 6

Polar Surface Area: 108.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.61

CX Basic pKa:

CX LogP: 1.12

CX LogD: 1.11

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: 1.48

References

1. Tezuka Y, Morikawa K, Li F, Auw L, Awale S, Nobukawa T, Kadota S..  (2011)  Cytochrome P450 3A4 inhibitory constituents of the wood of Taxus yunnanensis.,  74  (1): [PMID:21138310] [10.1021/np100665j]

2. Tchegnitegni Toussie B, Nguengang RT, Mawabo IK, Teponno RB, Kezetas Bankeu JJ, Chouna JR, Nkenfou CN, Tapondjou LA, Sewald N, Lenta BN..  (2022)  Bioactive Arylnaphthalide Lignans from Justicia depauperata.,  85  (12.0): [PMID:36469853] [10.1021/acs.jnatprod.2c00624]

Source

Source(1):

• Scientific Literature