[11-acetyloxy-17-(5-ethyl-6-methylhept-3-en-2-yl)-2,3,5,6,9-pentahydroxy-13-methyl-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl acetate

Details

• Internal ID: b4555ca2-c0c4-4aaa-beb7-d8abf33a80b8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [11-acetyloxy-17-(5-ethyl-6-methylhept-3-en-2-yl)-2,3,5,6,9-pentahydroxy-13-methyl-2,3,4,6,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-10-yl]methyl acetate
• SMILES (Canonical): CCC(C=CC(C)C1CCC2C1(CC(C3(C2=CC(C4(C3(CC(C(C4)O)O)COC(=O)C)O)O)O)OC(=O)C)C)C(C)C
• SMILES (Isomeric): CCC(C=CC(C)C1CCC2C1(CC(C3(C2=CC(C4(C3(CC(C(C4)O)O)COC(=O)C)O)O)O)OC(=O)C)C)C(C)C
• InChI: InChI=1S/C33H52O9/c1-8-22(18(2)3)10-9-19(4)23-11-12-24-25-13-28(38)32(39)15-27(37)26(36)14-31(32,17-41-20(5)34)33(25,40)29(42-21(6)35)16-30(23,24)7/h9-10,13,18-19,22-24,26-29,36-40H,8,11-12,14-17H2,1-7H3
• InChI Key: RGONEPAIIXLDCY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₉
• Molecular Weight: 592.80 g/mol
• Exact Mass: 592.36113323 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.7879	78.79%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8803	88.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8255	82.55%
OATP1B3 inhibitior	+	0.8820	88.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7818	78.18%
BSEP inhibitior	+	0.8187	81.87%
P-glycoprotein inhibitior	+	0.6478	64.78%
P-glycoprotein substrate	+	0.6658	66.58%
CYP3A4 substrate	+	0.6943	69.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.8242	82.42%
CYP2C9 inhibition	-	0.7159	71.59%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.9192	91.92%
CYP2C8 inhibition	-	0.5568	55.68%
CYP inhibitory promiscuity	-	0.8737	87.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6942	69.42%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9233	92.33%
Skin irritation	+	0.6313	63.13%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4109	41.09%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7230	72.30%
Acute Oral Toxicity (c)	III	0.5281	52.81%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.7282	72.82%
Thyroid receptor binding	+	0.5144	51.44%
Glucocorticoid receptor binding	+	0.6784	67.84%
Aromatase binding	+	0.6038	60.38%
PPAR gamma	+	0.6539	65.39%
Honey bee toxicity	-	0.7916	79.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	99.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.09%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.49%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.25%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.53%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.91%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.56%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	89.99%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	89.77%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.72%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.50%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.66%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.22%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.70%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.09%	100.00%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.62%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.35%	92.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.33%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.76%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.49%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.06%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73801643
• LOTUS: LTS0254447
• wikiData: Q105235983