[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3-hydroxy-6-[[(3S,5S,8R,9R,10R,13R,14R,17S)-17-[(3R,5R)-3-hydroxy-5-(2-methylprop-1-enyl)-2-oxooxolan-3-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 6fd51dab-b6c6-4d62-b6b1-a65b95b1937f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6S)-5-acetyloxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3-hydroxy-6-[[(3S,5S,8R,9R,10R,13R,14R,17S)-17-[(3R,5R)-3-hydroxy-5-(2-methylprop-1-enyl)-2-oxooxolan-3-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C7(CC(OC7=O)C=C(C)C)O)C)COC(=O)C)O)OC8C(C(C(CO8)O)O)O)O)O)OC(=O)C
• 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]5CC[C@@H]6[C@H](CC[C@]6([C@@]5(CC[C@@H]4C3(C)C)C)C)[C@@]7(C[C@@H](OC7=O)C=C(C)C)O)C)COC(=O)C)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)OC(=O)C
• InChI: InChI=1S/C51H80O19/c1-23(2)19-27-20-51(61,46(60)66-27)29-13-17-49(9)28(29)11-12-33-48(8)16-15-34(47(6,7)32(48)14-18-50(33,49)10)68-45-42(70-44-39(59)37(57)40(24(3)64-44)65-26(5)53)41(36(56)31(67-45)22-62-25(4)52)69-43-38(58)35(55)30(54)21-63-43/h19,24,27-45,54-59,61H,11-18,20-22H2,1-10H3/t24-,27-,28+,29-,30+,31+,32+,33+,34-,35-,36+,37-,38+,39+,40-,41-,42+,43-,44-,45-,48-,49+,50+,51+/m0/s1
• InChI Key: GNPHDYIUBQNJSR-RSTBKFQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₁₉
• Molecular Weight: 997.20 g/mol
• Exact Mass: 996.52938032 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8719	87.19%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8672	86.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8115	81.15%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9255	92.55%
P-glycoprotein inhibitior	+	0.7572	75.72%
P-glycoprotein substrate	+	0.6258	62.58%
CYP3A4 substrate	+	0.7578	75.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8789	87.89%
CYP2C9 inhibition	-	0.8273	82.73%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.9287	92.87%
CYP2C8 inhibition	+	0.7146	71.46%
CYP inhibitory promiscuity	-	0.9311	93.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5530	55.30%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.5494	54.94%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6651	66.51%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9240	92.40%
Acute Oral Toxicity (c)	I	0.8216	82.16%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.6682	66.82%
PPAR gamma	+	0.8105	81.05%
Honey bee toxicity	-	0.5832	58.32%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	95.19%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.03%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.02%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.92%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.64%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	89.19%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	88.94%	95.93%
CHEMBL2581	P07339	Cathepsin D	88.82%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.00%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.44%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.83%	97.36%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.51%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.50%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.34%	91.19%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	84.77%	91.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.60%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.52%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.93%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.17%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.89%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.79%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.02%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 162972151
• LOTUS: LTS0275231
• wikiData: Q105013033