(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8S,8aS,9S,12aS,14aR,14bR)-9-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-8-[(E)-2-methylbut-2-enoyl]oxy-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: c06ac8f8-202d-4561-8ba7-706b116c9f54
• 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)-9-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-8-[(E)-2-methylbut-2-enoyl]oxy-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)OC1CC2(C(=CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)C(=O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C7C1(C(CC(C7)(C)C)O)CO)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C[C@@]2(C(=CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)[C@H]7[C@@]1([C@H](CC(C7)(C)C)O)CO)C
• InChI: InChI=1S/C47H74O16/c1-10-22(2)39(58)60-30-19-46(9)23(24-17-42(3,4)18-28(50)47(24,30)21-49)11-12-27-44(7)15-14-29(43(5,6)26(44)13-16-45(27,46)8)61-41-35(55)36(34(54)37(63-41)38(56)57)62-40-33(53)32(52)31(51)25(20-48)59-40/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: IQRHXBGJUCOWOQ-GUFKJUHQSA-N
• Popularity: 0 references 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: 4.60
• 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	-	0.8821	88.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7530	75.30%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8579	85.79%
P-glycoprotein inhibitior	+	0.7642	76.42%
P-glycoprotein substrate	-	0.6390	63.90%
CYP3A4 substrate	+	0.7246	72.46%
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	+	0.7345	73.45%
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	-	0.9054	90.54%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8448	84.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6725	67.25%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8545	85.45%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7014	70.14%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8093	80.93%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	-	0.5721	57.21%
Glucocorticoid receptor binding	+	0.7393	73.93%
Aromatase binding	+	0.6415	64.15%
PPAR gamma	+	0.8032	80.32%
Honey bee toxicity	-	0.6554	65.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	98.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.71%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.89%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.55%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.55%	98.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.67%	89.44%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.05%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.42%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.19%	97.09%
CHEMBL5028	O14672	ADAM10	83.15%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.45%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.23%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.03%	99.17%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 10795795
• LOTUS: LTS0226441
• wikiData: Q105118542