[(3S,8S,10R,12R,13R,14R,17S)-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-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate

Details

• Internal ID: 4635719f-0139-4a5f-9277-8a202a06b787
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10R,12R,13R,14R,17S)-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-17-(1-hydroxyethyl)-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)(C)OC4CCC5(C6CC(C7(C(CCC7(C6(CC=C5C4)O)O)(C(C)O)O)C)OC(=O)C8=CC=CC=C8)C)C)C)O)OC)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)(C)O[C@H]4CC[C@@]5(C6C[C@H]([C@@]7([C@@](CC[C@@]7([C@@]6(CC=C5C4)O)O)(C(C)O)O)C)OC(=O)C8=CC=CC=C8)C)C)C)O)OC)O
• InChI: InChI=1S/C50H76O17/c1-26-38(52)42(60-10)39(53)44(62-26)65-40-27(2)61-37(23-33(40)58-8)64-41-28(3)66-46(6,25-34(41)59-9)67-32-17-18-45(5)31(22-32)16-19-49(56)35(45)24-36(63-43(54)30-14-12-11-13-15-30)47(7)48(55,29(4)51)20-21-50(47,49)57/h11-16,26-29,32-42,44,51-53,55-57H,17-25H2,1-10H3/t26?,27?,28?,29?,32-,33?,34?,35?,36+,37?,38?,39?,40?,41?,42?,44?,45-,46?,47+,48+,49-,50+/m0/s1
• InChI Key: VUUQBFRQJDQOPT-NDCSCJKHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₆O₁₇
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.50825095 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9292	92.92%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6901	69.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8527	85.27%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9807	98.07%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	+	0.7783	77.83%
CYP3A4 substrate	+	0.7469	74.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8676	86.76%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.9032	90.32%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	+	0.7755	77.55%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5131	51.31%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8040	80.40%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9432	94.32%
Acute Oral Toxicity (c)	II	0.5618	56.18%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	+	0.7685	76.85%
Thyroid receptor binding	+	0.6085	60.85%
Glucocorticoid receptor binding	+	0.7785	77.85%
Aromatase binding	+	0.6191	61.91%
PPAR gamma	+	0.8148	81.48%
Honey bee toxicity	-	0.6266	62.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.10%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.39%	94.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.00%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.33%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.28%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.39%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.75%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.83%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.77%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.46%	94.23%
CHEMBL221	P23219	Cyclooxygenase-1	89.75%	90.17%
CHEMBL5028	O14672	ADAM10	89.66%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.64%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.52%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.91%	95.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.72%	95.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	86.48%	91.65%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.38%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.11%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.09%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.84%	94.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.87%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.96%	97.31%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.96%	97.53%

Plants that contains it

• Orbea variegata

Cross-Links

• PubChem: 162817554
• LOTUS: LTS0059247
• wikiData: Q105297442