[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate

Details

• Internal ID: 1fcff1b2-d463-40d3-82de-bfa4037bfe3e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] hydrogen sulfate
• InChI: InChI=1S/C45H74O21S/c1-19(18-59-40-35(52)34(51)32(49)28(16-46)62-40)8-13-45(55)20(2)30-27(65-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)61-42-39(64-41-36(53)33(50)31(48)21(3)60-41)37(54)38(29(17-47)63-42)66-67(56,57)58/h6,19-21,23-42,46-55H,7-18H2,1-5H3,(H,56,57,58)/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34+,35-,36-,37-,38-,39-,40-,41+,42-,43+,44+,45-/m1/s1
• InChI Key: AWNPFXCAAKPCBE-YGXMXTOKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₂₁S
• Molecular Weight: 983.10 g/mol
• Exact Mass: 982.44433054 g/mol
• Topological Polar Surface Area (TPSA): 339.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.00
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8092	80.92%
Caco-2	-	0.8804	88.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4852	48.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.8557	85.57%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.7064	70.64%
CYP3A4 substrate	+	0.7537	75.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.7656	76.56%
CYP2C19 inhibition	-	0.7252	72.52%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.7468	74.68%
CYP2C8 inhibition	+	0.7302	73.02%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5258	52.58%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.7370	73.70%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8093	80.93%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9236	92.36%
Acute Oral Toxicity (c)	III	0.5719	57.19%
Estrogen receptor binding	+	0.8404	84.04%
Androgen receptor binding	+	0.7107	71.07%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	+	0.7174	71.74%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.7952	79.52%
Honey bee toxicity	-	0.5963	59.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9828	98.28%

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	98.79%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.62%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.77%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.87%	100.00%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.13%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.12%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.09%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.88%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.79%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.55%	97.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.11%	98.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.56%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.22%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	87.81%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.57%	92.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.43%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.05%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.70%	94.73%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.29%	96.31%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.08%	98.46%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.64%	96.90%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.44%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.22%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.68%	96.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.82%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.67%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.86%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.79%	95.83%
CHEMBL4581	P52732	Kinesin-like protein 1	81.59%	93.18%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.14%	95.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.71%	97.29%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.27%	92.32%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.20%	100.00%

Plants that contains it

• Tribulus terrestris

Cross-Links

• PubChem: 154497289
• LOTUS: LTS0030866
• wikiData: Q104920144