3-(3,3-dimethylallyl)-5-(3-acetyl-2,4-dihydroxy-5-methyl-6-methoxybenxyl)-phloracetophenone

ID: ALA487405

Chembl Id: CHEMBL487405

Cas Number: 86828-07-1

PubChem CID: 122659

Max Phase: Preclinical

Molecular Formula: C24H28O8

Molecular Weight: 444.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Mallotojaponin | Mallotojaponin|86828-07-1|CCRIS 7218|CHEMBL487405|DTXSID10235846|C24H28O8|Ethanone, 1-(3-((3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl)-2,4,6-trihydroxy-5-(3-methyl-2-butenyl)phenyl)-|1-[3-[(3-acetyl-2,4-dihydroxy-6-methoxy-5-methylphenyl)methyl]-2,4,6-trihydroxy-5-(3-methyl-2-butenyl)phenyl]ethanone|1-[3-[[3-acetyl-2,4,6-trihydroxy-5-(3-methylbut-2-enyl)phenyl]methyl]-2,6-dihydroxy-4-methoxy-5-methyl-phenyl]ethanone|3-(3,3-(Dimethylallyl)-5-(3-acetyl-2,4-dihydroxy-5-Show More⌵

Canonical SMILES:  COc1c(C)c(O)c(C(C)=O)c(O)c1Cc1c(O)c(CC=C(C)C)c(O)c(C(C)=O)c1O

Standard InChI:  InChI=1S/C24H28O8/c1-10(2)7-8-14-20(28)15(22(30)18(13(5)26)21(14)29)9-16-23(31)17(12(4)25)19(27)11(3)24(16)32-6/h7,27-31H,8-9H2,1-6H3

Standard InChI Key:  GEWBQPFQVFANET-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA487405

   MALLOTOJAPONIN

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: 444.48

Molecular Weight (Monoisotopic): 444.1784

AlogP: 4.04

#Rotatable Bonds: 7

Polar Surface Area: 144.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.96

CX Basic pKa: ┄

CX LogP: 6.35

CX LogD: 5.65

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.32

Np Likeness Score: 1.53

References

1. Arisawa M, Fujita A, Saga M, Hayashi T, Morita N, Kawano N, Koshimura S..  (1986)  Studies on cytotoxic constituents in pericarps of Mallotus japonicus, Part II.,  49  (2): [PMID:3734813] [10.1021/np50044a016]

2. Arisawa M, Fujita A, Suzuki R, Hayashi T, Morita N, Kawano N, Koshimura S..  (1985)  Studies on cytotoxic constituents in pericarps of Mallotus japonicus, Part I.,  48  (3): [PMID:4040956] [10.1021/np50039a014]

3. Arisawa M, Fujita A, Morita N, Okuyama T, Nishino H..  (1991)  Inhibition of tumor-promoter-enhanced 3H-choline incorporation into cellular phospholipids by phloroglucinol derivatives from Mallotus japonicus.,  54  (5): [PMID:1800639] [10.1021/np50077a029]

4. Chauthe SK, Bharate SB, Sabde S, Mitra D, Bhutani KK, Singh IP..  (2010)  Biomimetic synthesis and anti-HIV activity of dimeric phloroglucinols.,  18  (5): [PMID:20137956] [10.1016/j.bmc.2010.01.023]

Source

Source(1):

• Scientific Literature