[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R)-2-[[(8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: d8923fcd-206b-42a1-8081-de8a33498d08
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R)-2-[[(8S,9S,10R,13S,14S,16S,17R)-17-[(2S,3S,6S)-3,7-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-3,5-dihydroxyoxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C40H64O14/c1-19(16-41)6-9-27(44)20(2)31-29(15-26-24-8-7-22-14-23(43)10-12-39(22,4)25(24)11-13-40(26,31)5)52-37-35(49)36(28(45)17-51-37)54-38-34(48)33(47)32(46)30(53-38)18-50-21(3)42/h14,19-20,24-38,41,44-49H,6-13,15-18H2,1-5H3/t19-,20+,24+,25-,26-,27-,28+,29-,30+,31-,32+,33-,34+,35+,36-,37-,38-,39-,40-/m0/s1
• InChI Key: KBJHGNFQMOKBNM-FDQQNESRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₁₄
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.42960671 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7521	75.21%
Caco-2	-	0.8830	88.30%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8375	83.75%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5798	57.98%
BSEP inhibitior	+	0.7311	73.11%
P-glycoprotein inhibitior	+	0.7402	74.02%
P-glycoprotein substrate	+	0.6152	61.52%
CYP3A4 substrate	+	0.7602	76.02%
CYP2C9 substrate	-	0.7960	79.60%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.8852	88.52%
CYP2C9 inhibition	-	0.9245	92.45%
CYP2C19 inhibition	-	0.9426	94.26%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	+	0.6472	64.72%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9198	91.98%
Skin irritation	+	0.5512	55.12%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.7502	75.02%
Human Ether-a-go-go-Related Gene inhibition	+	0.6411	64.11%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6550	65.50%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9783	97.83%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.8235	82.35%
Androgen receptor binding	+	0.7360	73.60%
Thyroid receptor binding	-	0.5967	59.67%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	+	0.6699	66.99%
PPAR gamma	+	0.7162	71.62%
Honey bee toxicity	-	0.6673	66.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9503	95.03%

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	99.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.95%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	98.36%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.33%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.18%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.98%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.46%	98.95%
CHEMBL1871	P10275	Androgen Receptor	93.12%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.79%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.61%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.89%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.22%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.12%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.25%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.42%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.39%	94.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.20%	97.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.72%	92.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.48%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.21%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL5028	O14672	ADAM10	81.56%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.43%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.40%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.79%	91.24%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.26%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.09%	92.62%

Plants that contains it

• Tribulus pentandrus

Cross-Links

• PubChem: 101361932
• LOTUS: LTS0233451
• wikiData: Q105138279