(1R,2S,4aR,4bS,7R,10aR)-2-acetyloxy-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: 0d586fd2-37a5-4ebe-a135-46d5d59cbc7c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (1R,2S,4aR,4bS,7R,10aR)-2-acetyloxy-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• InChI: InChI=1S/C22H32O4/c1-6-20(3)11-9-16-15(13-20)7-8-17-21(16,4)12-10-18(26-14(2)23)22(17,5)19(24)25/h6,13,16-18H,1,7-12H2,2-5H3,(H,24,25)/t16-,17+,18-,20-,21+,22+/m0/s1
• InChI Key: XAVVMSYVMVNGSC-JPKYEYPISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.75
• 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	+	0.9868	98.68%
Caco-2	+	0.7067	70.67%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	-	0.3103	31.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	+	0.8732	87.32%
P-glycoprotein inhibitior	-	0.6114	61.14%
P-glycoprotein substrate	-	0.8624	86.24%
CYP3A4 substrate	+	0.6286	62.86%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.6645	66.45%
CYP2C9 inhibition	-	0.8677	86.77%
CYP2C19 inhibition	-	0.8994	89.94%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	+	0.6548	65.48%
CYP2C8 inhibition	-	0.6454	64.54%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9350	93.50%
Skin irritation	+	0.6716	67.16%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6949	69.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6193	61.93%
Acute Oral Toxicity (c)	III	0.6787	67.87%
Estrogen receptor binding	+	0.7379	73.79%
Androgen receptor binding	+	0.6346	63.46%
Thyroid receptor binding	+	0.6604	66.04%
Glucocorticoid receptor binding	+	0.8669	86.69%
Aromatase binding	+	0.5758	57.58%
PPAR gamma	+	0.6199	61.99%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.50%	86.33%
CHEMBL5028	O14672	ADAM10	85.98%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.47%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.07%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.22%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.58%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.61%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.60%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.46%	89.00%

Plants that contains it

• Dimorphotheca pluvialis

Cross-Links

• PubChem: 162924943
• LOTUS: LTS0053252
• wikiData: Q105324171