(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[(3R,4R,5R,6R)-4,5,6-trihydroxyoxan-3-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

Details

• Internal ID: 6e63cfa1-74db-4ee9-b7e0-b7ccaef0d1c8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[(3R,4R,5R,6R)-4,5,6-trihydroxyoxan-3-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• InChI: InChI=1S/C54H86O27/c1-19-7-10-54(72-16-19)20(2)32-27(81-54)12-25-23-6-5-21-11-22(8-9-52(21,3)24(23)13-31(58)53(25,32)4)73-50-44(78-49-40(66)36(62)38(64)47(69)80-49)41(67)42(29(15-56)76-50)77-51-45(79-48-39(65)33(59)26(57)17-71-48)43(35(61)28(14-55)75-51)74-30-18-70-46(68)37(63)34(30)60/h19-30,32-51,55-57,59-69H,5-18H2,1-4H3/t19-,20+,21+,22+,23-,24+,25+,26-,27+,28-,29-,30-,32+,33+,34+,35-,36-,37-,38-,39-,40-,41+,42+,43+,44-,45-,46-,47-,48+,49-,50-,51+,52+,53-,54-/m1/s1
• InChI Key: ACEQISHBOJVIFM-LLIGIHDZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₇
• Molecular Weight: 1167.20 g/mol
• Exact Mass: 1166.53564746 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -4.67
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8799	87.99%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	0.8743	87.43%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7418	74.18%
P-glycoprotein inhibitior	+	0.7404	74.04%
P-glycoprotein substrate	+	0.6451	64.51%
CYP3A4 substrate	+	0.7559	75.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.7380	73.80%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7948	79.48%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6676	66.76%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8615	86.15%
Androgen receptor binding	+	0.7354	73.54%
Thyroid receptor binding	+	0.5170	51.70%
Glucocorticoid receptor binding	+	0.6513	65.13%
Aromatase binding	+	0.6349	63.49%
PPAR gamma	+	0.7855	78.55%
Honey bee toxicity	-	0.5618	56.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.89%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL325	Q13547	Histone deacetylase 1	91.61%	95.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.40%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	91.00%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.65%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.77%	95.83%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.55%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	86.02%	92.50%
CHEMBL4302	P08183	P-glycoprotein 1	85.35%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.30%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.76%	89.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.62%	94.00%
CHEMBL233	P35372	Mu opioid receptor	84.31%	97.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.19%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.92%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.82%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.52%	93.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.25%	96.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.11%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.10%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.99%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.68%	85.14%
CHEMBL1914	P06276	Butyrylcholinesterase	81.27%	95.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.78%	90.08%
CHEMBL237	P41145	Kappa opioid receptor	80.77%	98.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.16%	86.92%

Plants that contains it

• Tribulus terrestris

Cross-Links

• PubChem: 163032316
• LOTUS: LTS0058517
• wikiData: Q104909047