(3S,4S,4aR,6aR,6bS,8aR,11R,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-3-hydroxy-11-(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 19dd270a-006e-4596-8ae9-d0bba20949cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,4S,4aR,6aR,6bS,8aR,11R,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-3-hydroxy-11-(hydroxymethyl)-4,6a,6b,11,14b-pentamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C(=O)O)O)C)(C)CO)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@@](C[C@H]4C6=CC[C@@H]7[C@]8(CC[C@@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)C(=O)O)O)C)(C)CO)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H76O20/c1-21-29(52)31(54)34(57)39(64-21)67-37-24(18-49)65-38(36(59)33(37)56)63-19-25-30(53)32(55)35(58)40(66-25)68-42(62)48-15-13-43(2,20-50)17-23(48)22-7-8-26-44(3)11-10-28(51)47(6,41(60)61)27(44)9-12-46(26,5)45(22,4)14-16-48/h7,21,23-40,49-59H,8-20H2,1-6H3,(H,60,61)/t21-,23-,24+,25+,26+,27+,28-,29-,30+,31+,32-,33+,34+,35+,36+,37+,38+,39-,40-,43+,44+,45+,46+,47-,48-/m0/s1
• InChI Key: BXUJFVCLKLXFAT-IJEXCVHISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.79
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6935	69.35%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.8709	87.09%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	-	0.5269	52.69%
CYP3A4 substrate	+	0.7263	72.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7325	73.25%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.9270	92.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7376	73.76%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8780	87.80%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.8241	82.41%
Androgen receptor binding	+	0.7387	73.87%
Thyroid receptor binding	-	0.5223	52.23%
Glucocorticoid receptor binding	+	0.7101	71.01%
Aromatase binding	+	0.6398	63.98%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.6847	68.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9440	94.40%

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	98.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.50%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.94%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.64%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.72%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.54%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.02%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL5028	O14672	ADAM10	82.41%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.05%	96.61%
CHEMBL2581	P07339	Cathepsin D	80.88%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.81%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.19%	96.90%

Plants that contains it

• Panax japonicus

Cross-Links

• PubChem: 11665205
• LOTUS: LTS0066977
• wikiData: Q104948374