1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-6-hydroxy-1,4a,7-trimethyl-

Details

• Internal ID: 46b9ded8-c9c8-48bf-b745-f4e27e3da114
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-ethenyl-6-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC3=CC(C(CC23)O)(C)C=C)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC3=CC(C(CC23)O)(C)C=C)(C)C(=O)O
• InChI: InChI=1S/C20H30O3/c1-5-18(2)12-13-7-8-15-19(3,14(13)11-16(18)21)9-6-10-20(15,4)17(22)23/h5,12,14-16,21H,1,6-11H2,2-4H3,(H,22,23)
• InChI Key: UAXNLFQWKCSHGV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 12-Hydroxypimara-8(14),15-dien-18-oic acid #
• 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydro-6-hydroxy-1,4a,7-trimethyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.6976	69.76%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8065	80.65%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8208	82.08%
OATP1B3 inhibitior	+	0.8940	89.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.6745	67.45%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.7855	78.55%
CYP3A4 substrate	+	0.6201	62.01%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.7747	77.47%
CYP2C9 inhibition	-	0.8891	88.91%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8831	88.31%
CYP2C8 inhibition	-	0.7047	70.47%
CYP inhibitory promiscuity	-	0.9368	93.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5759	57.59%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9336	93.36%
Skin irritation	+	0.6495	64.95%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6496	64.96%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5651	56.51%
skin sensitisation	-	0.5574	55.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7504	75.04%
Acute Oral Toxicity (c)	III	0.7906	79.06%
Estrogen receptor binding	+	0.6569	65.69%
Androgen receptor binding	+	0.5964	59.64%
Thyroid receptor binding	+	0.7170	71.70%
Glucocorticoid receptor binding	+	0.8178	81.78%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	-	0.4889	48.89%
Honey bee toxicity	-	0.8928	89.28%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.58%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.05%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.19%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.63%	91.07%
CHEMBL5028	O14672	ADAM10	81.65%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.04%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.71%	95.89%

Plants that contains it

• Tetraclinis articulata

Cross-Links

• PubChem: 577913
• LOTUS: LTS0037912
• wikiData: Q105269123