Kirschsteinin B; (+/-)-6-ethyl-3-[1-(5,8-dihydro-1-hydroxy-3,6-dimethoxy-5,8-dioxo-2-naphthalenyl)ethyl]-2,5-dihydroxy-7-methoxy-1,4-naphthalenedione

ID: ALA4857434

PubChem CID: 146684299

Max Phase: Preclinical

Molecular Formula: C27H24O10

Molecular Weight: 508.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1c(OC)cc2c(c1O)C(=O)C(C(C)c1c(OC)cc3c(c1O)C(=O)C=C(OC)C3=O)=C(O)C2=O

Standard InChI:  InChI=1S/C27H24O10/c1-6-11-15(35-3)7-13-21(23(11)30)26(33)19(27(34)24(13)31)10(2)18-16(36-4)8-12-20(25(18)32)14(28)9-17(37-5)22(12)29/h7-10,30,32,34H,6H2,1-5H3

Standard InChI Key:  AUGCJFLSEXRNSB-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4857434

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 508.48

Molecular Weight (Monoisotopic): 508.1369

AlogP: 3.58

#Rotatable Bonds: 6

Polar Surface Area: 156.66

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.99

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.53

Np Likeness Score: 1.66

References

1. Flores-Bocanegra L, Raja HA, Bacon JW, Maldonado AC, Burdette JE, Pearce CJ, Oberlies NH..  (2021)  Cytotoxic Naphthoquinone Analogues, Including Heterodimers, and Their Structure Elucidation Using LR-HSQMBC NMR Experiments.,  84  (3.0): [PMID:33006889] [10.1021/acs.jnatprod.0c00856]

Source

Source(1):

• Scientific Literature