(2R,3R,4S,5S,6R)-2-[[(3S,4aS,5S,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 0d32d605-5a19-4fa1-b702-16f71ffd1574
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,4aS,5S,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1OC6C(C(C(C(O6)CO)O)O)O)CO)O)C)C)(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)O)O)O)O)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@@H]([C@@]5([C@H]4CC([C@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)CO)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C53H88O23/c1-48(2)14-23-22-8-9-29-50(5)12-11-31(75-47-43(68)39(64)36(61)27(74-47)20-71-45-41(66)38(63)35(60)26(73-45)19-70-44-40(65)33(58)24(56)18-69-44)49(3,4)28(50)10-13-51(29,6)52(22,7)15-30(57)53(23,21-55)16-32(48)76-46-42(67)37(62)34(59)25(17-54)72-46/h8,23-47,54-68H,9-21H2,1-7H3/t23-,24+,25+,26+,27+,28-,29+,30-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+,43+,44-,45+,46-,47-,50-,51+,52+,53+/m0/s1
• InChI Key: HVYKAQPAZYFTGC-CRTXPORSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₈O₂₃
• Molecular Weight: 1093.20 g/mol
• Exact Mass: 1092.57163905 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.98
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7940	79.40%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8163	81.63%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	-	0.6181	61.81%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.7100	71.00%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8084	80.84%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8905	89.05%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.7417	74.17%
Thyroid receptor binding	+	0.5451	54.51%
Glucocorticoid receptor binding	+	0.7207	72.07%
Aromatase binding	+	0.6651	66.51%
PPAR gamma	+	0.7995	79.95%
Honey bee toxicity	-	0.6959	69.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9174	91.74%

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	97.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.70%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.28%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.84%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.38%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.28%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.21%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.97%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	86.63%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.57%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.99%	96.77%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.50%	83.57%
CHEMBL1871	P10275	Androgen Receptor	84.08%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.65%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.16%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.26%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL5028	O14672	ADAM10	80.48%	97.50%

Plants that contains it

• Jasminanthes mucronata

Cross-Links

• PubChem: 102062661
• LOTUS: LTS0011997
• wikiData: Q105034504