[(1S,4bR,7R,8aR,10aR)-7-ethenyl-1,4b,7-trimethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthren-1-yl]methanol

Details

• Internal ID: 656f4140-4d08-4d4d-afb0-7bbaf630f4d9
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: [(1S,4bR,7R,8aR,10aR)-7-ethenyl-1,4b,7-trimethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthren-1-yl]methanol
• SMILES (Canonical): CC1(CCC2(C(C1)CCC3C2=CCCC3(C)CO)C)C=C
• SMILES (Isomeric): C[C@]1(CC[C@@]2([C@@H](C1)CC[C@@H]3C2=CCC[C@]3(C)CO)C)C=C
• InChI: InChI=1S/C20H32O/c1-5-18(2)11-12-20(4)15(13-18)8-9-16-17(20)7-6-10-19(16,3)14-21/h5,7,15-16,21H,1,6,8-14H2,2-4H3/t15-,16-,18-,19-,20-/m1/s1
• InChI Key: YQXKHENEQRLREB-YKXHTNLXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O
• Molecular Weight: 288.50 g/mol
• Exact Mass: 288.245315640 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.11
• 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	+	0.9922	99.22%
Caco-2	+	0.7815	78.15%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.7223	72.23%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.8452	84.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4782	47.82%
P-glycoprotein inhibitior	-	0.8809	88.09%
P-glycoprotein substrate	-	0.7872	78.72%
CYP3A4 substrate	+	0.5744	57.44%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.6476	64.76%
CYP2C9 inhibition	+	0.6545	65.45%
CYP2C19 inhibition	+	0.5254	52.54%
CYP2D6 inhibition	-	0.8796	87.96%
CYP1A2 inhibition	-	0.7747	77.47%
CYP2C8 inhibition	+	0.5111	51.11%
CYP inhibitory promiscuity	-	0.6389	63.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9542	95.42%
Eye irritation	-	0.8104	81.04%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7003	70.03%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5701	57.01%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6883	68.83%
Acute Oral Toxicity (c)	III	0.5460	54.60%
Estrogen receptor binding	+	0.6464	64.64%
Androgen receptor binding	-	0.6005	60.05%
Thyroid receptor binding	+	0.6085	60.85%
Glucocorticoid receptor binding	+	0.7068	70.68%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	-	0.7209	72.09%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	95.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.75%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.24%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL4208	P20618	Proteasome component C5	86.23%	90.00%
CHEMBL1977	P11473	Vitamin D receptor	86.13%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.00%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.76%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.39%	95.56%

Plants that contains it

• Thyrsanthera suborbicularis

Cross-Links

• PubChem: 51040596
• LOTUS: LTS0180251
• wikiData: Q105352632