(1R,4aR,4bS,7R,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,10a-hexahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: c6abaf04-d9df-425b-8ec1-92370ce7e183
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aR,4bS,7R,10aS)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,10a-hexahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC1(CCC2C(=C1)C=CC3C2(CCCC3(C)C(=O)O)C)C=C
• SMILES (Isomeric): C[C@@]1(CC[C@@H]2C(=C1)C=C[C@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C)C=C
• InChI: InChI=1S/C20H28O2/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/h5,7-8,13,15-16H,1,6,9-12H2,2-4H3,(H,21,22)/t15-,16+,18+,19-,20-/m1/s1
• InChI Key: BLSLSNAFNSAQBI-MEBIHWHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• 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	+	0.8327	83.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4127	41.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8276	82.76%
OATP1B3 inhibitior	-	0.4703	47.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.6633	66.33%
P-glycoprotein inhibitior	-	0.8738	87.38%
P-glycoprotein substrate	-	0.8186	81.86%
CYP3A4 substrate	+	0.5935	59.35%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.8871	88.71%
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	-	0.7287	72.87%
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	-	0.9601	96.01%
Skin irritation	-	0.6521	65.21%
Skin corrosion	-	0.9781	97.81%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4397	43.97%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	+	0.7018	70.18%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5979	59.79%
Acute Oral Toxicity (c)	III	0.7692	76.92%
Estrogen receptor binding	-	0.5490	54.90%
Androgen receptor binding	-	0.5381	53.81%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.7144	71.44%
Aromatase binding	-	0.5653	56.53%
PPAR gamma	-	0.5150	51.50%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.8250	82.50%
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	95.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	85.97%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	85.35%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.79%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.07%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.30%	100.00%
CHEMBL5028	O14672	ADAM10	80.49%	97.50%

Plants that contains it

• Platycladus orientalis

Cross-Links

• PubChem: 162911990
• LOTUS: LTS0063367
• wikiData: Q104938139