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

Details

• Internal ID: 9d911d10-6982-47b2-831d-67b94edeaa9c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13R,14R,17S)-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-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate
• InChI: InChI=1S/C49H74O17/c1-25-38(51)42(59-9)39(52)44(62-25)66-41-27(3)61-37(23-33(41)58-8)65-40-26(2)60-36(22-32(40)57-7)63-31-16-17-45(5)30(21-31)15-18-48(55)34(45)24-35(64-43(53)29-13-11-10-12-14-29)46(6)47(54,28(4)50)19-20-49(46,48)56/h10-15,25-28,31-42,44,50-52,54-56H,16-24H2,1-9H3/t25-,26-,27-,28+,31+,32+,33+,34-,35-,36+,37+,38-,39-,40-,41-,42-,44+,45+,46-,47-,48+,49-/m1/s1
• InChI Key: UFUILWBFXAJLPX-ZTQYGXPHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₄O₁₇
• Molecular Weight: 935.10 g/mol
• Exact Mass: 934.49260089 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.06
• 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	-	0.8708	87.08%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6901	69.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8548	85.48%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9809	98.09%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	+	0.7484	74.84%
CYP3A4 substrate	+	0.7367	73.67%
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	+	0.7178	71.78%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.5131	51.31%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8121	81.21%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9291	92.91%
Acute Oral Toxicity (c)	II	0.5618	56.18%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	+	0.7551	75.51%
Thyroid receptor binding	+	0.6011	60.11%
Glucocorticoid receptor binding	+	0.7651	76.51%
Aromatase binding	+	0.6009	60.09%
PPAR gamma	+	0.8158	81.58%
Honey bee toxicity	-	0.6465	64.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	97.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.54%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.07%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.45%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.29%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.22%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.46%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.31%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.43%	94.08%
CHEMBL5028	O14672	ADAM10	89.10%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.98%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.44%	94.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.95%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.82%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.49%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.06%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.29%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.90%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.80%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.67%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.60%	96.00%
CHEMBL4302	P08183	P-glycoprotein 1	84.22%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.54%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.14%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.27%	94.62%

Plants that contains it

• Ceropegia variegata

Cross-Links

• PubChem: 101923691
• LOTUS: LTS0261364
• wikiData: Q105272114