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

Details

• Internal ID: 784ed12a-1d80-4d7e-b2c8-2df647cdfde9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: [(1S,2R,4aS,4bR,7R,8aR)-7-ethenyl-1-(hydroxymethyl)-1,4b,7-trimethyl-3,4,4a,5,6,8,8a,9-octahydro-2H-phenanthren-2-yl] acetate
• InChI: InChI=1S/C22H34O3/c1-6-20(3)11-12-21(4)16(13-20)7-8-18-17(21)9-10-19(25-15(2)24)22(18,5)14-23/h6,8,16-17,19,23H,1,7,9-14H2,2-5H3/t16-,17-,19-,20-,21-,22-/m1/s1
• InChI Key: SMMXZIBVEWLYJU-FLCGDVNSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₃
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.5946	59.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7671	76.71%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.8429	84.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8474	84.74%
P-glycoprotein inhibitior	-	0.6934	69.34%
P-glycoprotein substrate	-	0.8108	81.08%
CYP3A4 substrate	+	0.6627	66.27%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.7210	72.10%
CYP2C9 inhibition	-	0.7520	75.20%
CYP2C19 inhibition	-	0.6621	66.21%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.5870	58.70%
CYP2C8 inhibition	+	0.4744	47.44%
CYP inhibitory promiscuity	-	0.8388	83.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5739	57.39%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9108	91.08%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	-	0.6928	69.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8528	85.28%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6260	62.60%
skin sensitisation	-	0.8175	81.75%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6232	62.32%
Acute Oral Toxicity (c)	III	0.8668	86.68%
Estrogen receptor binding	+	0.8831	88.31%
Androgen receptor binding	-	0.5181	51.81%
Thyroid receptor binding	+	0.6225	62.25%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	+	0.5586	55.86%
PPAR gamma	+	0.5202	52.02%
Honey bee toxicity	-	0.7985	79.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	98.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.39%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.29%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	88.18%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.10%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.82%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.47%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.43%	91.07%

Plants that contains it

• Trichogonia villosa

Cross-Links

• PubChem: 101320278
• LOTUS: LTS0179791
• wikiData: Q105256029