(2R,3R,4S,5S,6R)-2-[[(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aR,14bR)-5,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 0eca66f3-a145-41f1-b2ee-d6260080943f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(4aS,5S,6aR,6aS,6bR,8aR,9R,10S,12aR,14bR)-5,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)O)C)COC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(C[C@@H]([C@@]5([C@@H]4CC(CC5)(C)C)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)(C)CO)O
• InChI: InChI=1S/C36H60O9/c1-31(2)13-14-36(19-44-30-29(43)28(42)27(41)22(17-37)45-30)21(15-31)20-7-8-24-32(3)11-10-25(39)33(4,18-38)23(32)9-12-34(24,5)35(20,6)16-26(36)40/h7,21-30,37-43H,8-19H2,1-6H3/t21-,22-,23-,24-,25+,26+,27-,28+,29-,30-,32+,33+,34-,35-,36-/m1/s1
• InChI Key: RRAZTJPJQBULKN-WVOYQXBZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₉
• Molecular Weight: 636.90 g/mol
• Exact Mass: 636.42373349 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7596	75.96%
Caco-2	-	0.8170	81.70%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7852	78.52%
OATP2B1 inhibitior	-	0.5798	57.98%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	-	0.3736	37.36%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7009	70.09%
P-glycoprotein inhibitior	+	0.6682	66.82%
P-glycoprotein substrate	-	0.7904	79.04%
CYP3A4 substrate	+	0.7040	70.40%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8992	89.92%
CYP2C9 inhibition	-	0.8558	85.58%
CYP2C19 inhibition	-	0.8577	85.77%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8388	83.88%
CYP2C8 inhibition	+	0.5925	59.25%
CYP inhibitory promiscuity	-	0.9440	94.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6894	68.94%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.6547	65.47%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.8554	85.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8162	81.62%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8826	88.26%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7039	70.39%
Acute Oral Toxicity (c)	III	0.7527	75.27%
Estrogen receptor binding	+	0.6267	62.67%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	-	0.5431	54.31%
Glucocorticoid receptor binding	+	0.6282	62.82%
Aromatase binding	+	0.6398	63.98%
PPAR gamma	+	0.6001	60.01%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9295	92.95%

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	96.15%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.33%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.18%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.38%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.95%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.50%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.11%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.22%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.00%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.19%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.56%	94.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.23%	86.92%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 162968792
• LOTUS: LTS0214185
• wikiData: Q105243910