7-Ethenyl-6-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one

Details

• Internal ID: e522a871-8545-4593-92db-ed89ca1472c1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: 7-ethenyl-6-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
• SMILES (Canonical): CC12CCC(=O)C(C1CCC3=CC(C(CC23)O)(C)C=C)(C)CO
• SMILES (Isomeric): CC12CCC(=O)C(C1CCC3=CC(C(CC23)O)(C)C=C)(C)CO
• InChI: InChI=1S/C20H30O3/c1-5-18(2)11-13-6-7-15-19(3,14(13)10-17(18)23)9-8-16(22)20(15,4)12-21/h5,11,14-15,17,21,23H,1,6-10,12H2,2-4H3
• InChI Key: JIBFELDYWDCIJI-UHFFFAOYSA-N
• Popularity: 0 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: 3.20
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• 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	+	0.9947	99.47%
Caco-2	+	0.6826	68.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6606	66.06%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5984	59.84%
BSEP inhibitior	+	0.7071	70.71%
P-glycoprotein inhibitior	-	0.8429	84.29%
P-glycoprotein substrate	-	0.7655	76.55%
CYP3A4 substrate	+	0.6198	61.98%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.7921	79.21%
CYP3A4 inhibition	-	0.6503	65.03%
CYP2C9 inhibition	-	0.8626	86.26%
CYP2C19 inhibition	-	0.8473	84.73%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.7896	78.96%
CYP2C8 inhibition	-	0.7735	77.35%
CYP inhibitory promiscuity	-	0.8609	86.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9472	94.72%
Skin irritation	+	0.5331	53.31%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5698	56.98%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6332	63.32%
skin sensitisation	-	0.8021	80.21%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7403	74.03%
Acute Oral Toxicity (c)	III	0.8181	81.81%
Estrogen receptor binding	+	0.6271	62.71%
Androgen receptor binding	+	0.6374	63.74%
Thyroid receptor binding	+	0.7216	72.16%
Glucocorticoid receptor binding	+	0.8087	80.87%
Aromatase binding	+	0.5970	59.70%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8840	88.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9849	98.49%

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	93.08%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.28%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.31%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.80%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.42%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.84%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.27%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.17%	93.04%

Plants that contains it

• Sapium haematospermum

Cross-Links

• PubChem: 78297352
• LOTUS: LTS0184193
• wikiData: Q105128887