[(3R,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-3,8,14-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate

Details

• Internal ID: c3876e55-1a52-4a90-bdc8-0d4880d77f1f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(3R,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-3,8,14-trihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate
• SMILES (Canonical): CC(C)C(=CC(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(CC4)C(=O)C)C)O)O)O)C)C
• SMILES (Isomeric): CC(C)/C(=C/C(=O)O[C@@H]1C[C@@H]2[C@]3(CC[C@H](CC3=CC[C@]2([C@@]4([C@]1([C@@H](CC4)C(=O)C)C)O)O)O)C)/C
• InChI: InChI=1S/C28H42O6/c1-16(2)17(3)13-24(31)34-23-15-22-25(5)10-8-20(30)14-19(25)7-11-27(22,32)28(33)12-9-21(18(4)29)26(23,28)6/h7,13,16,20-23,30,32-33H,8-12,14-15H2,1-6H3/b17-13+/t20-,21+,22-,23-,25+,26+,27+,28-/m1/s1
• InChI Key: SZUXICHIYZJLOY-KJBNOKJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₆
• Molecular Weight: 474.60 g/mol
• Exact Mass: 474.29813906 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	-	0.6400	64.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8746	87.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	-	0.3274	32.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6853	68.53%
BSEP inhibitior	+	0.8732	87.32%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.6532	65.32%
CYP3A4 substrate	+	0.6997	69.97%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.8352	83.52%
CYP2C9 inhibition	-	0.7588	75.88%
CYP2C19 inhibition	-	0.7945	79.45%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	-	0.7254	72.54%
CYP2C8 inhibition	+	0.6227	62.27%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6209	62.09%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9374	93.74%
Skin irritation	+	0.6557	65.57%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6596	65.96%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.7850	78.50%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6854	68.54%
Acute Oral Toxicity (c)	I	0.5168	51.68%
Estrogen receptor binding	+	0.7432	74.32%
Androgen receptor binding	+	0.7080	70.80%
Thyroid receptor binding	+	0.5783	57.83%
Glucocorticoid receptor binding	+	0.8024	80.24%
Aromatase binding	+	0.7490	74.90%
PPAR gamma	+	0.5874	58.74%
Honey bee toxicity	-	0.5984	59.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	+	0.9971	99.71%

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	97.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.56%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.50%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.36%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.06%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.68%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.23%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	83.74%	95.93%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.52%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.02%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.91%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	82.39%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.09%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.03%	89.50%
CHEMBL5028	O14672	ADAM10	80.82%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.73%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.39%	95.71%

Plants that contains it

• Araujia sericifera

Cross-Links

• PubChem: 162969744
• LOTUS: LTS0234687
• wikiData: Q105264427