(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aS,12aS,14aR,14bR)-7,8-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]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 12f06551-714f-4d63-b6de-5f1772620684
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aS,12aS,14aR,14bR)-7,8-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]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CC=C8C7(C(C(C9(C8CC(CC9)(C)C)CO)O)O)C)C)C)C(=O)O)O)CO)O)O)O)O)O
• 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]3[C@@H]([C@H](O[C@H]([C@@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@]6([C@H](C5(C)C)CC[C@@]7([C@@H]6CC=C8[C@]7([C@H]([C@H]([C@@]9([C@H]8CC(CC9)(C)C)CO)O)O)C)C)C)C(=O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C54H88O24/c1-21-29(58)32(61)35(64)45(71-21)77-40-34(63)31(60)25(19-56)73-47(40)75-38-37(66)39(44(69)70)76-48(41(38)78-46-36(65)33(62)30(59)24(18-55)72-46)74-28-12-13-51(6)26(50(28,4)5)11-14-52(7)27(51)10-9-22-23-17-49(2,3)15-16-54(23,20-57)43(68)42(67)53(22,52)8/h9,21,23-43,45-48,55-68H,10-20H2,1-8H3,(H,69,70)/t21-,23-,24+,25+,26-,27+,28-,29-,30+,31-,32+,33-,34-,35+,36+,37-,38-,39-,40+,41+,42-,43+,45-,46-,47-,48+,51-,52+,53-,54+/m0/s1
• InChI Key: PRSXWKVOKJXPOL-XRFGJWLMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₄
• Molecular Weight: 1121.30 g/mol
• Exact Mass: 1120.56655367 g/mol
• Topological Polar Surface Area (TPSA): 394.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -2.50
• 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	+	0.7499	74.99%
Caco-2	-	0.8931	89.31%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7616	76.16%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.8992	89.92%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	-	0.6606	66.06%
CYP3A4 substrate	+	0.7335	73.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.7407	74.07%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7584	75.84%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8683	86.83%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.9233	92.33%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.8036	80.36%
Androgen receptor binding	+	0.7521	75.21%
Thyroid receptor binding	-	0.5172	51.72%
Glucocorticoid receptor binding	+	0.7325	73.25%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.8105	81.05%
Honey bee toxicity	-	0.7080	70.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9603	96.03%

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	97.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.19%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.09%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.52%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.25%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.84%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.57%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.33%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.37%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.24%	97.36%
CHEMBL2581	P07339	Cathepsin D	81.50%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.42%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.35%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.17%	92.50%

Plants that contains it

• Ternstroemia gymnanthera

Cross-Links

• PubChem: 21589495
• LOTUS: LTS0149176
• wikiData: Q105213898