delta8(14)-Pimaric acid

Details

• Internal ID: a4d88fdd-aac7-4427-bbc6-a6f84a567d5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC1(CCC2C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)C=C
• SMILES (Isomeric): CC1(CCC2C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)C=C
• InChI: InChI=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)
• InChI Key: MHVJRKBZMUDEEV-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• NSC 2956
• 19889-23-7
• .delta.8(14)-Pimaric acid
• Pimara-8(14),15-dien-18-oic acid
• Podocarp-8(14)-en-15-oic acid, 13.alpha.-methyl-13-vinyl-
• SCHEMBL10819486
• DTXSID20861776
• MHVJRKBZMUDEEV-UHFFFAOYSA-N
• NSC231381
• 8(14),15-Pimaradien-18-oic acid
• 8(4), 15-pimaradien-18-oic acid
• NSC-231381
• FT-0673901
• FT-0775512
• 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-1,4a,7-trimethyl-, [1R-(1.alpha.,4a.beta.,4b.alpha.,7.beta.,10a.alpha.)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8606	86.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4127	41.27%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8373	83.73%
OATP1B3 inhibitior	-	0.4703	47.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.7840	78.40%
P-glycoprotein inhibitior	-	0.8340	83.40%
P-glycoprotein substrate	-	0.8784	87.84%
CYP3A4 substrate	+	0.5658	56.58%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.8276	82.76%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.7575	75.75%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	-	0.7309	73.09%
CYP inhibitory promiscuity	-	0.8959	89.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5883	58.83%
Eye corrosion	-	0.9683	96.83%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.6521	65.21%
Skin corrosion	-	0.9781	97.81%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4622	46.22%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5348	53.48%
skin sensitisation	+	0.7018	70.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6388	63.88%
Acute Oral Toxicity (c)	III	0.7692	76.92%
Estrogen receptor binding	+	0.5627	56.27%
Androgen receptor binding	+	0.5861	58.61%
Thyroid receptor binding	+	0.7158	71.58%
Glucocorticoid receptor binding	+	0.8038	80.38%
Aromatase binding	-	0.4893	48.93%
PPAR gamma	-	0.5488	54.88%
Honey bee toxicity	-	0.9105	91.05%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.46%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.90%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.36%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.60%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.58%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%

Plants that contains it

• Agathis australis
• Aldama arenaria
• Anisochilus harmandii
• Aralia cordata
• Cedrus atlantica
• Chamaecyparis formosensis
• Chamaecyparis pisifera
• Cryptomeria japonica
• Cupressus arizonica var. nevadensis
• Cupressus sempervirens
• Eleutherococcus trifoliatus
• Herbertus sakuraii
• Juniperus brevifolia
• Juniperus chinensis
• Juniperus communis
• Juniperus formosana
• Juniperus phoenicea
• Juniperus rigida
• Juniperus sabina
• Juniperus thurifera
• Mastigophora diclados
• Mikania alvimii
• Mikania decora
• Pinus massoniana
• Pinus palustris
• Pinus pumila
• Pinus resinosa
• Pinus taeda
• Pinus yunnanensis
• Platycladus orientalis
• Pseudognaphalium gaudichaudianum
• Sagittaria pygmaea
• Taxus mairei
• Thuja standishii

Cross-Links

• PubChem: 10116
• LOTUS: LTS0168085
• wikiData: Q105164239