(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-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: cecf7b05-7cdf-4c23-8f93-e6dd670601ab
• 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,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-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): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)COC(=O)C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)COC(=O)C)O
• InChI: InChI=1S/C61H96O27/c1-12-24(2)51(78)88-49-48(75)61(23-79-26(4)64)28(19-56(49,5)6)27-13-14-32-58(9)17-16-34(57(7,8)31(58)15-18-59(32,10)60(27,11)20-33(61)65)83-55-47(87-53-42(73)39(70)36(67)29(21-62)81-53)44(43(74)45(85-55)50(76)77)84-54-46(40(71)37(68)30(22-63)82-54)86-52-41(72)38(69)35(66)25(3)80-52/h12-13,25,28-49,52-55,62-63,65-75H,14-23H2,1-11H3,(H,76,77)/b24-12+/t25-,28-,29+,30+,31-,32+,33+,34-,35-,36+,37-,38+,39-,40-,41+,42+,43-,44-,45-,46+,47+,48-,49-,52-,53-,54-,55+,58-,59+,60+,61-/m0/s1
• InChI Key: VMKUMEASJQMSCV-FYHAIDROSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₆O₂₇
• Molecular Weight: 1261.40 g/mol
• Exact Mass: 1260.61389778 g/mol
• Topological Polar Surface Area (TPSA): 427.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7321	73.21%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9640	96.40%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.5591	55.91%
CYP3A4 substrate	+	0.7401	74.01%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
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	+	0.7984	79.84%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7578	75.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7306	73.06%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8001	80.01%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7088	70.88%
Androgen receptor binding	+	0.7524	75.24%
Thyroid receptor binding	+	0.6589	65.89%
Glucocorticoid receptor binding	+	0.8044	80.44%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.8217	82.17%
Honey bee toxicity	-	0.6177	61.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.22%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.85%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.14%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	91.71%	91.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.32%	93.00%
CHEMBL2581	P07339	Cathepsin D	88.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.64%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.71%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.41%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.36%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.95%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.71%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.09%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.77%	97.09%
CHEMBL5028	O14672	ADAM10	83.08%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.04%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.28%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.05%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.91%	94.00%

Plants that contains it

• Styrax japonicus

Cross-Links

• PubChem: 10748926
• LOTUS: LTS0037658
• wikiData: Q105289035