1-(2,6-dihydroxyphenyl)-9-phenylnonan-1-one

ID: ALA1254269

Chembl Id: CHEMBL1254269

Cas Number: 63335-23-9

PubChem CID: 324062

Max Phase: Preclinical

Molecular Formula: C21H26O3

Molecular Weight: 326.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Malabaricone A | MALABARICONE A|63335-23-9|1-(2,6-dihydroxyphenyl)-9-phenylnonan-1-one|1-(2,6-Dihydroxyphenyl)-9-phenyl-1-nonanone|Malabaricone-A|Malabaricon-A|SCHEMBL9117944|CHEMBL1254269|DTXSID70314727|IAXIHKJASWPASP-UHFFFAOYSA-N|HY-N9973|BDBM50182487|NSC287966|AKOS040763673|FS-8540|NSC 287966|NSC-287966|Phen-1,3-diol, 2-[9-phennonanoyl]-|XM172958|CS-0227073|1-(2,6-dihydroxyphenyl)-9-phenyl-nonan-1-one|1-(2,6-Dihydroxyphenyl)-9-phenyl-1-nonanone #

Canonical SMILES:  O=C(CCCCCCCCc1ccccc1)c1c(O)cccc1O

Standard InChI:  InChI=1S/C21H26O3/c22-18(21-19(23)15-10-16-20(21)24)14-9-4-2-1-3-6-11-17-12-7-5-8-13-17/h5,7-8,10,12-13,15-16,23-24H,1-4,6,9,11,14H2

Standard InChI Key:  IAXIHKJASWPASP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1254269

   MALABARICONE A

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: 326.44

Molecular Weight (Monoisotopic): 326.1882

AlogP: 5.25

#Rotatable Bonds: 10

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.97

CX Basic pKa:

CX LogP: 7.17

CX LogD: 7.16

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.46

Np Likeness Score: 0.38

References

1. Patro BS, Tyagi M, Saha J, Chattopadhyay S..  (2010)  Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.,  18  (19): [PMID:20805034] [10.1016/j.bmc.2010.08.011]

2. García A, Bocanegra-García V, Palma-Nicolás JP, Rivera G..  (2012)  Recent advances in antitubercular natural products.,  49  [PMID:22280816] [10.1016/j.ejmech.2011.12.029]

3. Abdul Wahab SM, Sivasothy Y, Liew SY, Litaudon M, Mohamad J, Awang K..  (2016)  Natural cholinesterase inhibitors from Myristica cinnamomea King.,  26  (15): [PMID:27236720] [10.1016/j.bmcl.2016.05.046]

4. Prabha B, Neethu S, Krishnan SL, Sherin DR, Madhukrishnan M, Ananthakrishnan R, Rameshkumar KB, Manojkumar TK, Jayamurthy P, Radhakrishnan KV..  (2018)  Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.,  26  (12): [PMID:29789207] [10.1016/j.bmc.2018.05.020]

5. Othman MA, Yuyama K, Murai Y, Igarashi Y, Mikami D, Sivasothy Y, Awang K, Monde K..  (2019)  Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.,  10  (8): [PMID:31413799] [10.1021/acsmedchemlett.9b00171]

Source

Source(1):

• Scientific Literature