2-acetyloxy-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: 8cf988db-0425-49e3-9b0d-43f8a89a8cca
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: 2-acetyloxy-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-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/h6-7,16-18H,1,8-13H2,2-5H3,(H,24,25)
• InChI Key: WKFLBKVAORHFGH-UHFFFAOYSA-N
• Popularity: 0 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: 4.50
• 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	+	0.6726	67.26%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	-	0.3103	31.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	+	0.8499	84.99%
P-glycoprotein inhibitior	-	0.6174	61.74%
P-glycoprotein substrate	-	0.8522	85.22%
CYP3A4 substrate	+	0.6430	64.30%
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	-	0.6460	64.60%
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	-	0.9218	92.18%
Skin irritation	+	0.6716	67.16%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6633	66.33%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5041	50.41%
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	+	0.6119	61.19%
Acute Oral Toxicity (c)	III	0.6787	67.87%
Estrogen receptor binding	+	0.7463	74.63%
Androgen receptor binding	+	0.6091	60.91%
Thyroid receptor binding	+	0.6530	65.30%
Glucocorticoid receptor binding	+	0.8683	86.83%
Aromatase binding	-	0.5172	51.72%
PPAR gamma	+	0.6355	63.55%
Honey bee toxicity	-	0.8279	82.79%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	97.72%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.62%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.20%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	87.50%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.92%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.21%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.93%	91.19%
CHEMBL5028	O14672	ADAM10	85.63%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.85%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.36%	95.89%

Plants that contains it

• Dimorphotheca pluvialis

Cross-Links

• PubChem: 163034982
• LOTUS: LTS0044256
• wikiData: Q105307294