Virgaureasaponin 3

Details

• Internal ID: af6a4639-50e1-43f6-b669-87a0142b810f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl] (4aR,5S,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C71H116O36/c1-24-37(78)42(83)47(88)59(95-24)104-55-44(85)38(79)25(2)96-63(55)102-53-31(76)22-94-58(50(53)91)101-52-27(4)98-60(49(90)46(52)87)105-56-45(86)39(80)26(3)97-64(56)107-65(93)71-16-15-66(5,6)17-29(71)28-11-12-35-67(7)18-30(75)57(68(8,23-74)34(67)13-14-69(35,9)70(28,10)19-36(71)77)106-62-51(92)54(41(82)33(21-73)100-62)103-61-48(89)43(84)40(81)32(20-72)99-61/h11,24-27,29-64,72-92H,12-23H2,1-10H3/t24-,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-,52+,53+,54+,55-,56-,57+,58+,59+,60+,61+,62+,63+,64+,67+,68+,69-,70-,71-/m1/s1
• InChI Key: OPXFQZAHGUCWAP-DDFMAUBJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₁₆O₃₆
• Molecular Weight: 1545.70 g/mol
• Exact Mass: 1544.7246300 g/mol
• Topological Polar Surface Area (TPSA): 571.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -6.90
• H-Bond Acceptor: 36
• H-Bond Donor: 21
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3378	33.78%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9492	94.92%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.6293	62.93%
CYP3A4 substrate	+	0.7368	73.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7518	75.18%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7754	77.54%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8477	84.77%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8420	84.20%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7384	73.84%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.6825	68.25%
Glucocorticoid receptor binding	+	0.7940	79.40%
Aromatase binding	+	0.6717	67.17%
PPAR gamma	+	0.8285	82.85%
Honey bee toxicity	-	0.6714	67.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.05%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	98.04%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.30%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.14%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.13%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.70%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.97%	97.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.28%	87.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.23%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.09%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.72%	96.77%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.02%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.71%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.28%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.97%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.34%	86.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.33%	95.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.94%	92.78%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.14%	91.65%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.82%	94.33%
CHEMBL2581	P07339	Cathepsin D	81.80%	98.95%
CHEMBL5028	O14672	ADAM10	81.49%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.78%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.60%	94.75%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.59%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101612323
• LOTUS: LTS0269394
• wikiData: Q105196627