(1R,2S,7R,8aR,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4b,7-trimethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-ol

Details

• Internal ID: 12e50798-a04e-42f5-b908-11740c0aa8c5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: (1R,2S,7R,8aR,10aR)-7-ethenyl-1-(hydroxymethyl)-1,4b,7-trimethyl-3,5,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-ol
• SMILES (Canonical): CC1(CCC2(C(C1)CCC3C2=CCC(C3(C)CO)O)C)C=C
• SMILES (Isomeric): C[C@]1(CCC2([C@@H](C1)CC[C@@H]3C2=CC[C@@H]([C@@]3(C)CO)O)C)C=C
• InChI: InChI=1S/C20H32O2/c1-5-18(2)10-11-19(3)14(12-18)6-7-16-15(19)8-9-17(22)20(16,4)13-21/h5,8,14,16-17,21-22H,1,6-7,9-13H2,2-4H3/t14-,16-,17+,18-,19?,20+/m1/s1
• InChI Key: LOMPYCNRFSPPGT-MMFIVHPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.08
• 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	+	0.9898	98.98%
Caco-2	+	0.6684	66.84%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5836	58.36%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6018	60.18%
BSEP inhibitior	-	0.5256	52.56%
P-glycoprotein inhibitior	-	0.8865	88.65%
P-glycoprotein substrate	-	0.7517	75.17%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.8132	81.32%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.7544	75.44%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.8134	81.34%
CYP2C8 inhibition	-	0.5622	56.22%
CYP inhibitory promiscuity	-	0.7774	77.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8812	88.12%
Skin irritation	-	0.6153	61.53%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6852	68.52%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7758	77.58%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.7582	75.82%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6959	69.59%
Glucocorticoid receptor binding	+	0.8025	80.25%
Aromatase binding	+	0.6186	61.86%
PPAR gamma	-	0.6301	63.01%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9698	96.98%

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	95.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.63%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.65%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.37%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.55%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.92%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.03%	91.03%
CHEMBL1977	P11473	Vitamin D receptor	83.69%	99.43%
CHEMBL4208	P20618	Proteasome component C5	83.46%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.37%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.93%	95.56%

Plants that contains it

• Hugonia castaneifolia

Cross-Links

• PubChem: 163188108
• LOTUS: LTS0273379
• wikiData: Q105154802