(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aS,12aS,14aR,14bR)-7,8-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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: b89cc78c-89b5-4782-ac99-a69ca7384ddb
• 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-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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)COC1C(C(C(C(O1)CO)O)O)O)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[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C)C)C(=O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C60H98O29/c1-22-31(64)35(68)40(73)51(81-22)88-45-38(71)34(67)27(20-63)84-53(45)86-43-42(75)44(49(78)79)87-54(46(43)89-52-41(74)37(70)33(66)26(19-62)83-52)85-30-12-13-57(6)28(56(30,4)5)11-14-58(7)29(57)10-9-23-24-17-55(2,3)15-16-60(24,48(77)47(76)59(23,58)8)21-80-50-39(72)36(69)32(65)25(18-61)82-50/h9,22,24-48,50-54,61-77H,10-21H2,1-8H3,(H,78,79)/t22-,24-,25+,26+,27+,28-,29+,30-,31-,32+,33+,34-,35+,36-,37-,38-,39+,40+,41+,42-,43-,44-,45+,46+,47-,48+,50+,51-,52-,53-,54+,57-,58+,59-,60+/m0/s1
• InChI Key: LFZNECDOJAMMRE-VXOVMIOQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₈O₂₉
• Molecular Weight: 1283.40 g/mol
• Exact Mass: 1282.61937708 g/mol
• Topological Polar Surface Area (TPSA): 474.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -4.68
• H-Bond Acceptor: 28
• H-Bond Donor: 18
• Rotatable Bonds: 15

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	-	0.8816	88.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7715	77.15%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9460	94.60%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	-	0.6216	62.16%
CYP3A4 substrate	+	0.7365	73.65%
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	+	0.7620	76.20%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7664	76.64%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8433	84.33%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.9480	94.80%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.7811	78.11%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.6012	60.12%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	+	0.8240	82.40%
Honey bee toxicity	-	0.7040	70.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
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	98.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.09%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.50%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.40%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.72%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.41%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	84.99%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.81%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.44%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.33%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.54%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.62%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.52%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	82.15%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.02%	89.00%
CHEMBL5028	O14672	ADAM10	81.57%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.42%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.31%	86.92%

Plants that contains it

• Ternstroemia gymnanthera

Cross-Links

• PubChem: 11297842
• LOTUS: LTS0038721
• wikiData: Q105151247