[(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-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: e4297c16-29c3-4633-8975-054e2de9b7bd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1S)-1-acetyloxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-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
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CC(C7(C(CCC7(C6(CC=C5C4)O)O)(C(C)OC(=O)C)O)C)OC(=O)C)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@@]5([C@H]6C[C@H]([C@@]7([C@@](CC[C@@]7([C@@]6(CC=C5C4)O)O)([C@H](C)OC(=O)C)O)C)OC(=O)C)C)C)C)O)OC)O
• InChI: InChI=1S/C46H74O18/c1-22-36(49)40(56-11)37(50)41(59-22)64-39-24(3)58-35(20-31(39)55-10)63-38-23(2)57-34(19-30(38)54-9)62-29-13-14-42(7)28(18-29)12-15-45(52)32(42)21-33(61-27(6)48)43(8)44(51,16-17-46(43,45)53)25(4)60-26(5)47/h12,22-25,29-41,49-53H,13-21H2,1-11H3/t22-,23-,24-,25+,29+,30+,31+,32-,33-,34+,35+,36-,37-,38-,39-,40-,41+,42+,43-,44-,45+,46-/m1/s1
• InChI Key: CEEUGGYEUTZUEH-HJXMJDLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₄O₁₈
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.48751551 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.34
• 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	-	0.8731	87.31%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9825	98.25%
P-glycoprotein inhibitior	+	0.7552	75.52%
P-glycoprotein substrate	+	0.7361	73.61%
CYP3A4 substrate	+	0.7372	73.72%
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	+	0.6310	63.10%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9066	90.66%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7297	72.97%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8920	89.20%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.7908	79.08%
Aromatase binding	+	0.6821	68.21%
PPAR gamma	+	0.8227	82.27%
Honey bee toxicity	-	0.6109	61.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
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	98.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.35%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.34%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.82%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.79%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.78%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.13%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.48%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	88.18%	98.59%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.19%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.46%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.74%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.41%	95.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.28%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.01%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.72%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.56%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.45%	89.50%
CHEMBL5028	O14672	ADAM10	83.25%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.23%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.13%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.07%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.97%	97.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.57%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.39%	93.56%

Plants that contains it

• Ceropegia variegata

Cross-Links

• PubChem: 101923693
• LOTUS: LTS0276224
• wikiData: Q104955608