[(3S,8S,10R,12R,13R,14R,17S)-17-(1-acetyloxyethyl)-3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate

Details

• Internal ID: ec65b7dd-d0a0-4b0e-9fff-35530ac8e8eb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10R,12R,13R,14R,17S)-17-(1-acetyloxyethyl)-3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] acetate
• InChI: InChI=1S/C47H76O18/c1-23-36(50)40(57-12)37(51)41(59-23)63-38-24(2)58-35(20-31(38)55-10)62-39-25(3)64-43(8,22-32(39)56-11)65-30-14-15-42(7)29(19-30)13-16-46(53)33(42)21-34(61-28(6)49)44(9)45(52,17-18-47(44,46)54)26(4)60-27(5)48/h13,23-26,30-41,50-54H,14-22H2,1-12H3/t23?,24?,25?,26?,30-,31?,32?,33?,34+,35?,36?,37?,38?,39?,40?,41?,42-,43?,44+,45+,46-,47+/m0/s1
• InChI Key: HDQRRXOXIHAPET-AVHHVPGESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₈
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.50316557 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8916	89.16%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9816	98.16%
P-glycoprotein inhibitior	+	0.7554	75.54%
P-glycoprotein substrate	+	0.7795	77.95%
CYP3A4 substrate	+	0.7503	75.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.7241	72.41%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9047	90.47%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7371	73.71%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9054	90.54%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.7641	76.41%
Thyroid receptor binding	+	0.5571	55.71%
Glucocorticoid receptor binding	+	0.7913	79.13%
Aromatase binding	+	0.6855	68.55%
PPAR gamma	+	0.8227	82.27%
Honey bee toxicity	-	0.5958	59.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6583	65.83%
Fish aquatic toxicity	+	0.9600	96.00%

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	98.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.70%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.36%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.75%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.32%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.00%	95.89%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	90.42%	92.95%
CHEMBL226	P30542	Adenosine A1 receptor	89.96%	95.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	89.90%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.63%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.97%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.02%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.80%	97.31%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.67%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.88%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.47%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.35%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.25%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.74%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.16%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.08%	97.25%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.03%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.78%	92.94%
CHEMBL5028	O14672	ADAM10	84.22%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.22%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.36%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.24%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.06%	96.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.86%	98.59%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.85%	97.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.21%	95.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.48%	100.00%

Plants that contains it

• Orbea variegata

Cross-Links

• PubChem: 162985133
• LOTUS: LTS0236093
• wikiData: Q105026488