[(4aS,6aR,6bR,8aR,10R,12aR,14bS)-10-hydroxy-2,2,6b,9,9,12a,14b-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14-tetradecahydropicen-4a-yl]-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]methanone

Details

• Internal ID: 3462865c-23ee-4c83-8616-4db4cd72746e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(4aS,6aR,6bR,8aR,10R,12aR,14bS)-10-hydroxy-2,2,6b,9,9,12a,14b-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14-tetradecahydropicen-4a-yl]-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]methanone
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)C(=O)C45CCC6=C(C4(CC(CC5)(C)C)C)CCC7C6(CCC8C7(CCC(C8(C)C)O)C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)C(=O)[C@@]45CCC6=C([C@@]4(CC(CC5)(C)C)C)CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(CC[C@H](C8(C)C)O)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H78O16/c1-22-30(51)32(53)36(57)42(61-22)64-38-25(19-49)63-41(37(58)35(38)56)60-20-26-31(52)33(54)34(55)39(62-26)40(59)48-16-11-23-24(47(48,8)21-43(2,3)17-18-48)9-10-28-45(23,6)14-12-27-44(4,5)29(50)13-15-46(27,28)7/h22,25-39,41-42,49-58H,9-21H2,1-8H3/t22-,25+,26+,27-,28-,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,41+,42-,45-,46-,47-,48-/m0/s1
• InChI Key: GFTVVTFPKVITEH-JWDJOPDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₆
• Molecular Weight: 911.10 g/mol
• Exact Mass: 910.52898640 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8868	88.68%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8360	83.60%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.7695	76.95%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	-	0.5324	53.24%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.6466	64.66%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7888	78.88%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8932	89.32%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8112	81.12%
Androgen receptor binding	+	0.7463	74.63%
Thyroid receptor binding	-	0.5691	56.91%
Glucocorticoid receptor binding	+	0.6696	66.96%
Aromatase binding	+	0.6697	66.97%
PPAR gamma	+	0.7856	78.56%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9411	94.11%

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	97.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.41%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.87%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.00%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.89%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	89.30%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.62%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.39%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.30%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.95%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.96%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.84%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.45%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	84.26%	98.10%
CHEMBL233	P35372	Mu opioid receptor	84.15%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	83.34%	92.50%
CHEMBL5028	O14672	ADAM10	83.24%	97.50%
CHEMBL1871	P10275	Androgen Receptor	82.80%	96.43%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.96%	94.33%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.92%	92.32%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.62%	89.67%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.34%	100.00%

Plants that contains it

• Heptapleurum bodinieri

Cross-Links

• PubChem: 100961216
• LOTUS: LTS0231669
• wikiData: Q105007785