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

Details

• Internal ID: c5fee10f-1a42-41aa-bc03-11d163b733b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,10S,12aS,14aR,14bR)-8,10-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1O)CO)O)C)C)(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)COC8C(C(C(CO8)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)C)CO)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C47H78O18/c1-42(2)14-22-21-8-9-27-44(5)12-11-30(43(3,4)26(44)10-13-45(27,6)46(21,7)15-29(51)47(22,20-48)16-28(42)50)65-41-38(59)35(56)33(54)25(64-41)19-62-40-37(58)34(55)32(53)24(63-40)18-61-39-36(57)31(52)23(49)17-60-39/h8,22-41,48-59H,9-20H2,1-7H3/t22-,23+,24+,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40+,41-,44-,45+,46+,47+/m0/s1
• InChI Key: ZURCYKCJQCZWBW-HRSDFZDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₈
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.51881563 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.81
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 9

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	-	0.8883	88.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7331	73.31%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	-	0.6236	62.36%
CYP3A4 substrate	+	0.7320	73.20%
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	+	0.7039	70.39%
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	-	0.9060	90.60%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7958	79.58%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.9168	91.68%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.7988	79.88%
Androgen receptor binding	+	0.7253	72.53%
Thyroid receptor binding	-	0.5238	52.38%
Glucocorticoid receptor binding	+	0.6719	67.19%
Aromatase binding	+	0.6314	63.14%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.7118	71.18%
Biodegradation	-	0.8000	80.00%
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	97.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.27%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.12%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.63%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.83%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.21%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.70%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.17%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.69%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	85.56%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.91%	94.45%
CHEMBL1871	P10275	Androgen Receptor	84.77%	96.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.13%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.03%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.64%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.23%	92.62%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.13%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.55%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.33%	96.21%
CHEMBL5028	O14672	ADAM10	80.16%	97.50%

Plants that contains it

• Jasminanthes mucronata

Cross-Links

• PubChem: 102062662
• LOTUS: LTS0256496
• wikiData: Q105384076