ID: ALA461278

Max Phase: Preclinical

Molecular Formula: C13H18O3

Molecular Weight: 222.28

Molecule Type: Small molecule

Representations

Synonyms (2): (+)-Dehydrovomifoliol | (6S)-Dehydrovomifoliol
Synonyms from Alternative Forms(2):

Canonical SMILES:  CC(=O)/C=C/[C@@]1(O)C(C)=CC(=O)CC1(C)C

Standard InChI:  InChI=1S/C13H18O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,16H,8H2,1-4H3/b6-5+/t13-/m1/s1

Standard InChI Key:  JJRYPZMXNLLZFH-URWSZGRFSA-N

Molecule Features

Natural Product: No

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

Properties

Molecular Weight: 222.28

Molecular Weight (Monoisotopic): 222.1256

AlogP: 1.81

#Rotatable Bonds: 2

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.37

CX Basic pKa:

CX LogP: 1.65

CX LogD: 1.65

Aromatic Rings: 0

Heavy Atoms: 16

QED Weighted: 0.72

Np Likeness Score: 2.86

References

1. Zhang HJ, Tamez PA, Vu DH, Ghee TT, Nguyen VH, Le TX, Le MH, Nguyen MC, Do TT, Soejarto DD, Fong HH, Pezzuto JM..  (2001)  Antimalarial compounds from Rhaphidophora decursiva.,  64  (6): [PMID:11421741] [10.1021/np010037c]

2. DellaGreca M, Di Marino C, Zarrelli A, D'Abrosca B..  (2004)  Isolation and phytotoxicity of apocarotenoids from Chenopodium album.,  67  (9): [PMID:15387648] [10.1021/np049857q]

3. Li XS, Zhou XJ, Zhang XJ, Su J, Li XJ, Yan YM, Zheng YT, Li Y, Yang LM, Cheng YX..  (2011)  Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation.,  74  (6): [PMID:21561060] [10.1021/np200146x]

4. Ahn JH, Kim ES, Lee C, Kim S, Cho SH, Hwang BY, Lee MK..  (2013)  Chemical constituents from Nelumbo nucifera leaves and their anti-obesity effects.,  23  (12): [PMID:23642481] [10.1016/j.bmcl.2013.04.013]

5. Jin Q, Lee C, Lee JW, Yeon ET, Lee D, Han SB, Hong JT, Kim Y, Lee MK, Hwang BY..  (2014)  2-Phenoxychromones and prenylflavonoids from Epimedium koreanum and their inhibitory effects on LPS-induced nitric oxide and interleukin-1β production.,  77  (7): [PMID:24963714] [10.1021/np400831p]

6. Yang HH, Oh KE, Jo YH, Ahn JH, Liu Q, Turk A, Jang JY, Hwang BY, Lee KY, Lee MK..  (2018)  Characterization of tyrosinase inhibitory constituents from the aerial parts of Humulus japonicus using LC-MS/MS coupled online assay.,  26  (2): [PMID:29254897] [10.1016/j.bmc.2017.12.011]

7. Ren Y, Anaya-Eugenio GD, Czarnecki AA, Ninh TN, Yuan C, Chai HB, Soejarto DD, Burdette JE, de Blanco EJC, Kinghorn AD..  (2018)  Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.,  26  (15): [PMID:30057155] [10.1016/j.bmc.2018.07.025]

Source

Source(1):

• Scientific Literature