PIMARIC ACID

General Information

MaintermPIMARIC ACID
CAS Reg.No.(or other ID)127-27-5
Regnum 175.105

From www.fda.gov

Computed Descriptors

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2D Structure
CID220338
IUPAC Name(1R,4aR,4bS,7S,10aR)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
InChIInChI=1S/C20H30O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h5,13,15-16H,1,6-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19+,20+/m0/s1
InChI KeyMHVJRKBZMUDEEV-APQLOABGSA-N
Canonical SMILESCC1(CCC2C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)C=C
Molecular FormulaC20H30O2
Wikipediapimaric acid

From Pubchem

Computed Properties

Property Name Property Value
Molecular Weight302.458
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Complexity534.0
CACTVS Substructure Key Fingerprint A A A D c e B 4 M A A A A A A A A A A A A A A A A A A A A A A A A A A w Y I A A A A A A A A D A A A A A G g A A C A A A D w C A g A A C C A A A A g C I A i D S C A A A A A A g A A A I C A E A A A g A A B I A A Q A A Q A A E g A A I A A O I y P C P g A A A A A A A A A A A A A Q A A C A A A A A A A A A A A A = =
Topological Polar Surface Area37.3
Monoisotopic Mass302.225
Exact Mass302.225
XLogP3None
XLogP3-AA5.5
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count22
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem

ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9718
Human Intestinal AbsorptionHIA+0.9915
Caco-2 PermeabilityCaco2+0.7451
P-glycoprotein SubstrateSubstrate0.5952
P-glycoprotein InhibitorNon-inhibitor0.7760
Inhibitor0.5786
Renal Organic Cation TransporterNon-inhibitor0.7714
Distribution
Subcellular localizationMitochondria0.4127
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8362
CYP450 2D6 SubstrateNon-substrate0.8916
CYP450 3A4 SubstrateSubstrate0.6575
CYP450 1A2 InhibitorNon-inhibitor0.7748
CYP450 2C9 InhibitorInhibitor0.8949
CYP450 2D6 InhibitorNon-inhibitor0.9231
CYP450 2C19 InhibitorInhibitor0.7575
CYP450 3A4 InhibitorNon-inhibitor0.8276
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8959
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9464
Non-inhibitor0.8659
AMES ToxicityNon AMES toxic0.9231
CarcinogensNon-carcinogens0.8596
Fish ToxicityHigh FHMT0.9975
Tetrahymena Pyriformis ToxicityHigh TPT0.9942
Honey Bee ToxicityHigh HBT0.8253
BiodegradationNot ready biodegradable0.9231
Acute Oral ToxicityIII0.7692
Carcinogenicity (Three-class)Non-required0.5883

From admetSAR

ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-3.8520LogS
Caco-2 Permeability1.7527LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.7060LD50, mol/kg
Fish Toxicity0.0645pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.1167pIGC50, ug/L

From admetSAR

Taxonomic Classification

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassDiterpenoids
Intermediate Tree NodesNot available
Direct ParentDiterpenoids
Alternative Parents
Molecular FrameworkAliphatic homopolycyclic compounds
SubstituentsPimarane diterpenoid - Diterpenoid - Phenanthrene - Hydrophenanthrene - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

From ClassyFire