deacetylsalannin

ID: ALA2270444

Cas Number: 1110-56-1

PubChem CID: 14458886

Max Phase: Preclinical

Molecular Formula: C32H42O8

Molecular Weight: 554.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C(\C)C(=O)O[C@H]1C[C@@H](O)[C@@]2(C)CO[C@H]3[C@H]4O[C@@H]5C[C@@H](c6ccoc6)C(C)=C5[C@@]4(C)[C@H](CC(=O)OC)[C@]1(C)[C@@H]32

Standard InChI:  InChI=1S/C32H42O8/c1-8-16(2)29(35)40-23-13-22(33)30(4)15-38-26-27(30)31(23,5)21(12-24(34)36-7)32(6)25-17(3)19(18-9-10-37-14-18)11-20(25)39-28(26)32/h8-10,14,19-23,26-28,33H,11-13,15H2,1-7H3/b16-8+/t19-,20-,21-,22-,23+,26-,27+,28-,30-,31+,32-/m1/s1

Standard InChI Key:  MJNRBOGIPLCVIM-LJEOTECVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2270444

   DESACETYL SALANNIN

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

Calculated Properties

Molecular Weight: 554.68

Molecular Weight (Monoisotopic): 554.2880

AlogP: 4.72

#Rotatable Bonds: 5

Polar Surface Area: 104.43

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: 3.45

References

1. Ishida M, Serit M, Nakata K, Raj Juneja L, Kim M, Takahashi S.  (1992)  Several Antifeedants from Neem Oil,Azadirachta indicaA. Juss., againstReticulitermes speratusKolbe (Isoptera: Rhinotermitidae),  56  (11): [10.1271/bbb.56.1835]

2. Suresh G, Gopalakrishnan G, Wesley SD, Pradeep Singh ND, Malathi R, Rajan SS..  (2002)  Insect antifeedant activity of tetranortriterpenoids from the Rutales. A perusal of structural relations.,  50  (16): [PMID:12137465] [10.1021/jf025534t]

3. Gualtieri MJ, Malafronte N, Vassallo A, Braca A, Cotugno R, Vasaturo M, De Tommasi N, Dal Piaz F..  (2014)  Bioactive limonoids from the leaves of Azaridachta indica (Neem).,  77  (3): [PMID:24499352] [10.1021/np400863d]

Source

Source(1):

• Scientific Literature