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

Details

• Internal ID: 69e31380-3cc1-41c9-8ab2-ba4d83c7f283
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,4aR,6aR,6bS,8aS,12aR,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C2C1)C)CO)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@@H]4CC(CC5)(C)C)CO)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C42H70O12/c1-37(2)14-16-42(21-45)17-15-40(6)22(23(42)18-37)8-9-27-39(5)12-11-28(38(3,4)26(39)10-13-41(27,40)7)53-36-34(32(49)30(47)25(20-44)52-36)54-35-33(50)31(48)29(46)24(19-43)51-35/h8,23-36,43-50H,9-21H2,1-7H3/t23-,24-,25-,26+,27-,28+,29-,30-,31+,32+,33-,34-,35+,36+,39+,40-,41-,42-/m1/s1
• InChI Key: IKBJJBUMCSZLLR-POQUFAKPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₂
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.48672766 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6624	66.24%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7926	79.26%
OATP1B3 inhibitior	-	0.4699	46.99%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7531	75.31%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	-	0.8880	88.80%
CYP3A4 substrate	+	0.7073	70.73%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9574	95.74%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8680	86.80%
CYP2C8 inhibition	+	0.6076	60.76%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.6831	68.31%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7248	72.48%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9249	92.49%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.7943	79.43%
Acute Oral Toxicity (c)	III	0.7395	73.95%
Estrogen receptor binding	+	0.7151	71.51%
Androgen receptor binding	+	0.7252	72.52%
Thyroid receptor binding	-	0.6340	63.40%
Glucocorticoid receptor binding	+	0.5597	55.97%
Aromatase binding	+	0.6408	64.08%
PPAR gamma	+	0.7013	70.13%
Honey bee toxicity	-	0.7099	70.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9438	94.38%

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	96.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.05%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.61%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.51%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.26%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.53%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.18%	97.36%
CHEMBL2581	P07339	Cathepsin D	83.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.98%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.97%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.90%	92.62%

Plants that contains it

• Hedera taurica

Cross-Links

• PubChem: 162855709
• LOTUS: LTS0204182
• wikiData: Q105114261