[(3S,8S,10S,13R,14S,15R,16S,17R)-17-acetyl-3-[(2R,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4S,5R)-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-dihydroxy-10,13-dimethyl-16-(3-methylbutanoyloxy)-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-15-yl] benzoate

Details

• Internal ID: 87528020-4757-4f4e-92ee-77655e9be483
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10S,13R,14S,15R,16S,17R)-17-acetyl-3-[(2R,4R,5R)-5-[(2S,4R,5R)-5-[(2S,4S,5R)-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-dihydroxy-10,13-dimethyl-16-(3-methylbutanoyloxy)-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-15-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C(C4)CCC6(C5CCC7(C6(C(C(C7C(=O)C)OC(=O)CC(C)C)OC(=O)C8=CC=CC=C8)O)C)O)C)C)C)O)OC)O
• SMILES (Isomeric): CC1[C@H]([C@@H](C([C@@H](O1)O[C@H]2[C@@H](C[C@@H](OC2C)O[C@H]3[C@@H](C[C@@H](OC3C)O[C@H]4CC[C@]5(C(C4)CC[C@@]6(C5CC[C@]7([C@@]6([C@@H]([C@H]([C@@H]7C(=O)C)OC(=O)CC(C)C)OC(=O)C8=CC=CC=C8)O)C)O)C)OC)OC)O)OC)O
• InChI: InChI=1S/C54H82O18/c1-27(2)23-38(56)69-46-41(28(3)55)52(8)21-19-37-51(7)20-18-34(24-33(51)17-22-53(37,60)54(52,61)48(46)72-49(59)32-15-13-12-14-16-32)68-39-25-35(62-9)44(30(5)65-39)70-40-26-36(63-10)45(31(6)66-40)71-50-43(58)47(64-11)42(57)29(4)67-50/h12-16,27,29-31,33-37,39-48,50,57-58,60-61H,17-26H2,1-11H3/t29?,30?,31?,33?,34-,35+,36+,37?,39-,40-,41-,42+,43?,44+,45+,46-,47-,48+,50-,51-,52+,53-,54+/m0/s1
• InChI Key: AQTZURYIISQSLU-BASARIQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₂O₁₈
• Molecular Weight: 1019.20 g/mol
• Exact Mass: 1018.55011576 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 18
• H-Bond Donor: 4
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7558	75.58%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7063	70.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.8000	80.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9775	97.75%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	+	0.7669	76.69%
CYP3A4 substrate	+	0.7363	73.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.6601	66.01%
CYP2C9 inhibition	-	0.8756	87.56%
CYP2C19 inhibition	-	0.8986	89.86%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8944	89.44%
CYP2C8 inhibition	+	0.7044	70.44%
CYP inhibitory promiscuity	-	0.9719	97.19%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6774	67.74%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.6404	64.04%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7334	73.34%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8370	83.70%
Acute Oral Toxicity (c)	I	0.3807	38.07%
Estrogen receptor binding	+	0.8140	81.40%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.6176	61.76%
Glucocorticoid receptor binding	+	0.7816	78.16%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.8200	82.00%
Honey bee toxicity	-	0.6481	64.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9619	96.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	90.60%	92.98%
CHEMBL5028	O14672	ADAM10	90.03%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	89.94%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.69%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.90%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.16%	95.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.58%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.76%	89.44%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.58%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.07%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	84.73%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.63%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.47%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.29%	91.07%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.39%	94.08%
CHEMBL1951	P21397	Monoamine oxidase A	82.53%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.95%	100.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.64%	81.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162951536
• LOTUS: LTS0001196
• wikiData: Q104917075