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

Details

• Internal ID: e7a62ea0-2261-4581-8b18-fdc40b951f77
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (1S,4aS,4bR,7R,8aR,10aR)-7-ethenyl-8a-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-4,4b,5,6,8,9,10,10a-octahydro-3H-phenanthren-2-one
• SMILES (Canonical): CC1(CCC2C3(CCC(=O)C(C3CCC2(C1)O)(C)CO)C)C=C
• SMILES (Isomeric): C[C@]1(CC[C@@H]2[C@]3(CCC(=O)[C@]([C@@H]3CC[C@]2(C1)O)(C)CO)C)C=C
• InChI: InChI=1S/C20H32O3/c1-5-17(2)9-6-15-18(3)10-8-16(22)19(4,13-21)14(18)7-11-20(15,23)12-17/h5,14-15,21,23H,1,6-13H2,2-4H3/t14-,15-,17-,18+,19-,20-/m1/s1
• InChI Key: CCCCFLLMPJQTTQ-BRGLROSXSA-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): 57.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.49
• 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	+	0.9949	99.49%
Caco-2	+	0.8022	80.22%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5341	53.41%
BSEP inhibitior	+	0.7770	77.70%
P-glycoprotein inhibitior	-	0.8686	86.86%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	+	0.6000	60.00%
CYP2C9 substrate	-	0.8245	82.45%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.5213	52.13%
CYP2C9 inhibition	-	0.7609	76.09%
CYP2C19 inhibition	-	0.7952	79.52%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.7130	71.30%
CYP2C8 inhibition	-	0.8368	83.68%
CYP inhibitory promiscuity	-	0.9181	91.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.5862	58.62%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.6582	65.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4780	47.80%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7392	73.92%
skin sensitisation	-	0.8130	81.30%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6115	61.15%
Acute Oral Toxicity (c)	III	0.7141	71.41%
Estrogen receptor binding	+	0.7101	71.01%
Androgen receptor binding	+	0.5987	59.87%
Thyroid receptor binding	+	0.6620	66.20%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.6573	65.73%
PPAR gamma	-	0.5454	54.54%
Honey bee toxicity	-	0.9064	90.64%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9812	98.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.77%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.91%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.07%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.12%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.35%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.17%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.79%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.59%	93.03%

Plants that contains it

• Celastrus hypoleucus

Cross-Links

• PubChem: 162878403
• LOTUS: LTS0117811
• wikiData: Q104953090