7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,9-diol

Details

• Internal ID: 4b107024-fba3-4878-805b-a6102b78b2db
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 6-hydroxysteroids
• IUPAC Name: 7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,9-diol
• SMILES (Canonical): CC1(CCC2C(=C1)C(CC3C2(CCC(C3(C)CO)O)C)O)C=C
• SMILES (Isomeric): CC1(CCC2C(=C1)C(CC3C2(CCC(C3(C)CO)O)C)O)C=C
• InChI: InChI=1S/C20H32O3/c1-5-18(2)8-6-14-13(11-18)15(22)10-16-19(14,3)9-7-17(23)20(16,4)12-21/h5,11,14-17,21-23H,1,6-10,12H2,2-4H3
• InChI Key: LXHRQKRVBJFDRM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.5854	58.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.5001	50.01%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6162	61.62%
BSEP inhibitior	+	0.6509	65.09%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	-	0.7553	75.53%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7349	73.49%
CYP2C9 inhibition	-	0.8348	83.48%
CYP2C19 inhibition	-	0.8001	80.01%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.8606	86.06%
CYP2C8 inhibition	-	0.7512	75.12%
CYP inhibitory promiscuity	-	0.8011	80.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6646	66.46%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.5955	59.55%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6456	64.56%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5504	55.04%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6336	63.36%
Acute Oral Toxicity (c)	III	0.7029	70.29%
Estrogen receptor binding	+	0.6632	66.32%
Androgen receptor binding	+	0.6067	60.67%
Thyroid receptor binding	+	0.7154	71.54%
Glucocorticoid receptor binding	+	0.8125	81.25%
Aromatase binding	+	0.5588	55.88%
PPAR gamma	+	0.5410	54.10%
Honey bee toxicity	-	0.7429	74.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9789	97.89%

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	93.61%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.29%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	91.04%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.37%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.41%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.15%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	86.40%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.76%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.08%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.33%	86.33%

Plants that contains it

• Vernonanthura amplexicaulis

Cross-Links

• PubChem: 76445748
• LOTUS: LTS0166685
• wikiData: Q105158849