(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aS,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-(2-carboxyacetyl)oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(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-3,4-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: fe0102e3-a6ce-4c44-b3df-4d8a8dffb209
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aS,6aR,6bS,8aR,9R,12aS,14aR,14bR)-9-(2-carboxyacetyl)oxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(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-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8OC(=O)CC(=O)O)(C)C)C)C)C)C)C(=O)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]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(C[C@H]8OC(=O)CC(=O)O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C51H80O21/c1-22-32(57)34(59)38(63)43(66-22)71-40-35(60)33(58)25(20-52)67-44(40)72-41-37(62)36(61)39(42(64)65)70-45(41)69-28-12-13-48(5)26(49(28,6)21-53)11-14-51(8)27(48)10-9-23-24-18-46(2,3)19-29(68-31(56)17-30(54)55)47(24,4)15-16-50(23,51)7/h9,22,24-29,32-41,43-45,52-53,57-63H,10-21H2,1-8H3,(H,54,55)(H,64,65)/t22-,24-,25+,26-,27+,28-,29+,32-,33-,34+,35-,36-,37-,38+,39-,40+,41+,43-,44-,45+,47+,48-,49+,50+,51+/m0/s1
• InChI Key: UZZVCPOZXWRBFO-IXJQIFJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₀O₂₁
• Molecular Weight: 1029.20 g/mol
• Exact Mass: 1028.51920956 g/mol
• Topological Polar Surface Area (TPSA): 338.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8867	88.67%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8252	82.52%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9040	90.40%
P-glycoprotein inhibitior	+	0.7500	75.00%
P-glycoprotein substrate	-	0.5655	56.55%
CYP3A4 substrate	+	0.7304	73.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7681	76.81%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7281	72.81%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9025	90.25%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	-	0.4916	49.16%
Glucocorticoid receptor binding	+	0.7630	76.30%
Aromatase binding	+	0.6222	62.22%
PPAR gamma	+	0.8072	80.72%
Honey bee toxicity	-	0.6887	68.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.81%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.14%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	94.19%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.05%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.69%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.86%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.33%	94.33%
CHEMBL5028	O14672	ADAM10	85.13%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.08%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.63%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.09%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.07%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.78%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	82.53%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.16%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.87%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.81%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162972621
• LOTUS: LTS0088593
• wikiData: Q105282562