(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,9S,12aS,14aR,14bR)-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(E)-2-methylbut-2-enoyl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 70c4d7a4-758c-4de7-bf8a-99af8dddae9c
• 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,8S,8aS,9S,12aS,14aR,14bR)-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(E)-2-methylbut-2-enoyl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(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)OCC12C(CC(CC1O)(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)O)O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC[C@@]12[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)O)C)C)[C@@H]1CC(C[C@@H]2O)(C)C)C)O
• InChI: InChI=1S/C47H74O16/c1-10-22(2)39(58)59-21-47-24(17-42(3,4)18-28(47)49)23-11-12-27-44(7)15-14-30(43(5,6)26(44)13-16-45(27,8)46(23,9)19-29(47)50)61-41-35(55)36(34(54)37(63-41)38(56)57)62-40-33(53)32(52)31(51)25(20-48)60-40/h10-11,24-37,40-41,48-55H,12-21H2,1-9H3,(H,56,57)/b22-10+/t24-,25+,26-,27+,28-,29-,30-,31+,32-,33+,34-,35+,36-,37-,40-,41+,44-,45+,46+,47+/m0/s1
• InChI Key: KDUNRTGBYYTMMX-GUFKJUHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₆
• Molecular Weight: 895.10 g/mol
• Exact Mass: 894.49768627 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 9

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	-	0.8772	87.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7592	75.92%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8189	81.89%
P-glycoprotein inhibitior	+	0.7596	75.96%
P-glycoprotein substrate	-	0.6571	65.71%
CYP3A4 substrate	+	0.7250	72.50%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8966	89.66%
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	+	0.7430	74.30%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8348	83.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.3932	39.32%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7459	74.59%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7838	78.38%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	-	0.5449	54.49%
Glucocorticoid receptor binding	+	0.7743	77.43%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	+	0.8098	80.98%
Honey bee toxicity	-	0.6552	65.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
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	97.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.78%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.53%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.12%	95.89%
CHEMBL5028	O14672	ADAM10	85.85%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.64%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.49%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.70%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.85%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.39%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.71%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.11%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.10%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.07%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	80.16%	95.93%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 10629548
• LOTUS: LTS0056730
• wikiData: Q105139403