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Nigranoic acid

Nigranoic acid structure

Nigranoic acid 

structure
  • CAS No:

    39111-07-4

  • Formula:

    C30H46O4

  • Chemical Name:

    Nigranoic acid

  • Synonyms:

    1H-Cyclopenta[a]cyclopropa[e]naphthalene-3a(4H)-propanoic acid,7-[(1R,4Z)-5-carboxy-1-methyl-4-hexen-1-yl]decahydro-6a,9a-dimethyl-3-(1-methylethenyl)-,(3S,3aR,4aS,6aR,7R,9aS,9bS)-;9,19-Cyclo-3,4-secolanosta-4(28),24-diene-3,26-dioic acid,(24Z)-;1H-Cyclopenta[a]cyclopropa[e]naphthalene-3a(4H)-propanoic acid,7-[(1R,4Z)-5-carboxy-1-methyl-4-hexenyl]decahydro-6a,9a-dimethyl-3-(1-methylethenyl)-,(3S,3aR,4aS,6aR,7R,9aS,9bS)-;(3S,3aR,4aS,6aR,7R,9aS,9bS)-7-[(1R,4Z)-5-Carboxy-1-methyl-4-hexen-1-yl]decahydro-6a,9a-dimethyl-3-(1-methylethenyl)-1H-cyclopenta[a]cyclopropa[e]naphthalene-3a(4H)-propanoic acid;Nigranoic acid;1H-Cyclopenta[a]cyclopropa[e]naphthalene-3a(4H)-propanoic acid,7-(5-carboxy-1-methyl-4-hexenyl)decahydro-6a,9a-dimethyl-3-(1-methylethenyl)-,[3S-[3α,3aβ,4aR*,6aα,7α(1S*,4Z),9aβ,9bα]]-

Description

Nigranoic acid is a tetracyclic triterpenoid that is 3,4-secocycloarta-4(28),24-(Z)-diene substituted by carboxy groups at positions 3 and 26. Isolated from Schisandra henryi and Schisandra propinqua, it exhibits cytotoxic and anti-HIV activities. It has a role as a metabolite, an antineoplastic agent and a HIV-1 reverse transcriptase inhibitor. It is a tetracyclic triterpenoid and a dicarboxylic acid.

Nigranoic acid Basic Attributes

470.69

470.68

Characteristics

1.10±0.1 g/cm3

128-130 °C

603.0±28.0 °C(Predicted)

4.78±0.10

Drug Information

3,4-secocycloarta-4(28),24(Z)-diene-3,26-dioic acid

Computed Properties

Molecular Weight:470.7
XLogP3:8.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:9
Exact Mass:470.33960994
Monoisotopic Mass:470.33960994
Topological Polar Surface Area:74.6
Heavy Atom Count:34
Complexity:904
Defined Atom Stereocenter Count:8
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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