Tribulosaponin B

Details

• Internal ID: cd06a4a1-a9a4-40f7-a9e2-e020a7631f9f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(1R,2S,4S,8S,9S,12S,13S,16S,18R)-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2S,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-6-en-16-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3)CCC5C4CCC6(C5CC7C6C(=C(O7)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)C)C)CO)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@H]3CC[C@]4([C@@H](C3)CC[C@@H]5[C@@H]4CC[C@]6([C@H]5C[C@H]7[C@@H]6C(=C(O7)CC[C@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)CO)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C51H84O22/c1-20(19-65-46-40(61)38(59)35(56)30(16-52)69-46)6-9-28-21(2)33-29(68-28)15-27-25-8-7-23-14-24(10-12-50(23,4)26(25)11-13-51(27,33)5)67-49-45(73-47-41(62)37(58)34(55)22(3)66-47)43(64)44(32(18-54)71-49)72-48-42(63)39(60)36(57)31(17-53)70-48/h20,22-27,29-49,52-64H,6-19H2,1-5H3/t20-,22-,23+,24-,25+,26-,27-,29-,30+,31+,32+,33-,34-,35+,36+,37+,38-,39-,40+,41+,42+,43-,44-,45+,46+,47-,48-,49+,50-,51-/m0/s1
• InChI Key: VASXPBMMRNFFNP-LXPGNASGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.54542430 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7407	74.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	+	0.9071	90.71%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8237	82.37%
P-glycoprotein inhibitior	+	0.7389	73.89%
P-glycoprotein substrate	+	0.6158	61.58%
CYP3A4 substrate	+	0.7440	74.40%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8244	82.44%
CYP3A4 inhibition	-	0.9512	95.12%
CYP2C9 inhibition	-	0.9111	91.11%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8836	88.36%
CYP2C8 inhibition	+	0.6671	66.71%
CYP inhibitory promiscuity	-	0.8713	87.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5860	58.60%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.5827	58.27%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.7838	78.38%
Human Ether-a-go-go-Related Gene inhibition	+	0.8325	83.25%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9241	92.41%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9623	96.23%
Acute Oral Toxicity (c)	I	0.6824	68.24%
Estrogen receptor binding	+	0.8409	84.09%
Androgen receptor binding	+	0.7367	73.67%
Thyroid receptor binding	+	0.5261	52.61%
Glucocorticoid receptor binding	+	0.6655	66.55%
Aromatase binding	+	0.6902	69.02%
PPAR gamma	+	0.7602	76.02%
Honey bee toxicity	-	0.5820	58.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9372	93.72%

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	97.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.80%	95.93%
CHEMBL237	P41145	Kappa opioid receptor	89.27%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.12%	100.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.31%	91.65%
CHEMBL2996	Q05655	Protein kinase C delta	87.89%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.63%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.51%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.17%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.66%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.31%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.75%	96.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.62%	91.71%
CHEMBL4581	P52732	Kinesin-like protein 1	85.57%	93.18%
CHEMBL1937	Q92769	Histone deacetylase 2	85.52%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.82%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.76%	98.05%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.55%	97.36%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.28%	97.29%
CHEMBL233	P35372	Mu opioid receptor	84.27%	97.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.89%	95.58%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.80%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.58%	89.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.06%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.35%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	82.09%	97.64%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.84%	98.46%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.24%	96.90%

Plants that contains it

• Tribulus terrestris

Cross-Links

• PubChem: 21628402
• NPASS: NPC32932
• LOTUS: LTS0235758
• wikiData: Q105282962