(1R,4aR,4bS,7R,10S,10aR)-7-ethenyl-10-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: 5157771e-da01-48d8-aa61-3b38947da296
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aR,4bS,7R,10S,10aR)-7-ethenyl-10-hydroxy-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-5-18(2)10-7-14-13(12-18)11-15(21)16-19(14,3)8-6-9-20(16,4)17(22)23/h5,12,14-16,21H,1,6-11H2,2-4H3,(H,22,23)/t14-,15-,16+,18-,19+,20+/m0/s1
• InChI Key: GIOMTRWNZBANJP-LOBZHTCKSA-N
• Popularity: 2 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: 4.40
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7194	71.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.8877	88.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7047	70.47%
P-glycoprotein inhibitior	-	0.8807	88.07%
P-glycoprotein substrate	-	0.7836	78.36%
CYP3A4 substrate	+	0.5719	57.19%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8113	81.13%
CYP2C9 inhibition	-	0.8066	80.66%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	-	0.6974	69.74%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9675	96.75%
Skin irritation	+	0.5564	55.64%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5575	55.75%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	-	0.5297	52.97%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6559	65.59%
Acute Oral Toxicity (c)	III	0.8030	80.30%
Estrogen receptor binding	+	0.5675	56.75%
Androgen receptor binding	+	0.6122	61.22%
Thyroid receptor binding	+	0.6788	67.88%
Glucocorticoid receptor binding	+	0.8186	81.86%
Aromatase binding	+	0.5603	56.03%
PPAR gamma	-	0.6562	65.62%
Honey bee toxicity	-	0.8797	87.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.33%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	86.04%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.68%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.55%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.14%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.72%	100.00%
CHEMBL5028	O14672	ADAM10	80.38%	97.50%
CHEMBL1902	P62942	FK506-binding protein 1A	80.34%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.13%	89.00%

Plants that contains it

• Juniperus phoenicea

Cross-Links

• PubChem: 101289527
• LOTUS: LTS0076535
• wikiData: Q105009124