glutinol

ID: ALA452242

Chembl Id: CHEMBL452242

Cas Number: 545-24-4

PubChem CID: 9932254

Max Phase: Preclinical

Molecular Formula: C30H50O

Molecular Weight: 426.73

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Glutinol | glutinol|545-24-4|epi-Alnusenol|glut-5-en-3beta-ol|5-Glutinen-3-ol|3beta-hydroxy-5-glutinene|D:B-Friedoolean-5-en-3beta-ol|glutin-5-en-3beta-ol|3beta-hydroxyglutin-5-ene|CHEMBL452242|CHEBI:63462|3beta-hydroxy-D:B-friedoolean-5-ene|(3S,6aS,6bR,8aR,12aR,12bS,14aR,14bS)-4,4,6b,8a,11,11,12b,14a-octamethyl-1,2,3,4,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol|(3S,6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-1,2,3,6,6a,7,8,9,10,12,12a,13,14,14b-teShow More⌵

Canonical SMILES:  CC1(C)CC[C@]2(C)CC[C@]3(C)[C@H]4CC=C5[C@@H](CC[C@H](O)C5(C)C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1

Standard InChI:  InChI=1S/C30H50O/c1-25(2)13-14-27(5)15-17-29(7)22-11-9-20-21(10-12-24(31)26(20,3)4)28(22,6)16-18-30(29,8)23(27)19-25/h9,21-24,31H,10-19H2,1-8H3/t21-,22+,23-,24+,27-,28+,29-,30+/m1/s1

Standard InChI Key:  HFSACQSILLSUII-ISSAZSKYSA-N

Alternative Forms

1. Parent:

   

   ALA452242

   GLUTINOL

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: 426.73

Molecular Weight (Monoisotopic): 426.3862

AlogP: 8.17

#Rotatable Bonds: ┄

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.40

CX LogD: 7.40

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: 3.15

References

1. Ahsan M, Islam SK, Gray AI, Stimson WH..  (2003)  Cytotoxic diterpenes from Scoparia dulcis.,  66  (7): [PMID:12880314] [10.1021/np020356j]

2. Ding Y, Nguyen HT, Kim SI, Kim HW, Kim YH..  (2009)  The regulation of inflammatory cytokine secretion in macrophage cell line by the chemical constituents of Rhus sylvestris.,  19  (13): [PMID:19447618] [10.1016/j.bmcl.2009.04.129]

3. Tsao CC, Shen YC, Su CR, Li CY, Liou MJ, Dung NX, Wu TS..  (2008)  New diterpenoids and the bioactivity of Erythrophleum fordii.,  16  (22): [PMID:18926710] [10.1016/j.bmc.2008.09.021]

4. Ding Y, Liang C, Kim JH, Lee YM, Hyun JH, Kang HK, Kim JA, Min BS, Kim YH..  (2010)  Triterpene compounds isolated from Acer mandshuricum and their anti-inflammatory activity.,  20  (5): [PMID:20153184] [10.1016/j.bmcl.2010.01.096]

5. Kwon J, Hiep NT, Kim DW, Hong S, Guo Y, Hwang BY, Lee HJ, Mar W, Lee D..  (2016)  Chemical Constituents Isolated from the Root Bark of Cudrania tricuspidata and Their Potential Neuroprotective Effects.,  79  (8): [PMID:27420919] [10.1021/acs.jnatprod.6b00204]

6. 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