[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,2R,3R,5R,7R,10S,11R,14S,15R)-7-hydroxy-2,6,6,10-tetramethyl-15-[(2R,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: f3cde667-5933-4bc5-99b7-33f782f0470c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,2R,3R,5R,7R,10S,11R,14S,15R)-7-hydroxy-2,6,6,10-tetramethyl-15-[(2R,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(CC(C(C(C)(C)O)O)O)C1CCC23C1(C2)CCC4C3(C(CC5C4(CCC(C5(C)C)O)C)OC6C(C(C(C(O6)COC(=O)C)O)O)O)C
• SMILES (Isomeric): C[C@H](C[C@H]([C@@H](C(C)(C)O)O)O)[C@H]1CC[C@@]23[C@]1(C2)CC[C@H]4[C@]3([C@@H](C[C@@H]5[C@@]4(CC[C@H](C5(C)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O)O)C
• InChI: InChI=1S/C38H64O11/c1-19(15-22(40)31(45)34(5,6)46)21-9-14-38-18-37(21,38)13-10-24-35(7)12-11-26(41)33(3,4)25(35)16-27(36(24,38)8)49-32-30(44)29(43)28(42)23(48-32)17-47-20(2)39/h19,21-32,40-46H,9-18H2,1-8H3/t19-,21-,22-,23-,24-,25+,26-,27-,28-,29+,30-,31+,32+,35-,36+,37+,38-/m1/s1
• InChI Key: NEKPJXXSWRCQTL-VYVUEHRRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₄O₁₁
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.44486285 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7852	78.52%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7471	74.71%
OATP2B1 inhibitior	-	0.7242	72.42%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	+	0.9197	91.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8292	82.92%
BSEP inhibitior	-	0.6625	66.25%
P-glycoprotein inhibitior	+	0.7305	73.05%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7341	73.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8727	87.27%
CYP2C9 inhibition	-	0.7008	70.08%
CYP2C19 inhibition	-	0.8198	81.98%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8024	80.24%
CYP2C8 inhibition	+	0.5838	58.38%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7400	74.00%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3604	36.04%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6332	63.32%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8457	84.57%
Acute Oral Toxicity (c)	I	0.3892	38.92%
Estrogen receptor binding	+	0.6529	65.29%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	-	0.5886	58.86%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.6774	67.74%
PPAR gamma	+	0.6639	66.39%
Honey bee toxicity	-	0.6566	65.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9417	94.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.82%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.96%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.57%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL3837	P07711	Cathepsin L	93.66%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.39%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.08%	85.14%
CHEMBL237	P41145	Kappa opioid receptor	90.98%	98.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.92%	96.47%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.18%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	90.08%	92.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.81%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.13%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.80%	89.50%
CHEMBL5028	O14672	ADAM10	88.17%	97.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.11%	95.58%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.04%	82.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.74%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.50%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.30%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.21%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.50%	97.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.13%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.31%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.06%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.88%	96.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.15%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.08%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	83.81%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	83.58%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.49%	97.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.00%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.14%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.61%	96.77%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.49%	92.86%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.45%	99.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.43%	96.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.21%	90.24%

Plants that contains it

• Epicharis cumingiana

Cross-Links

• PubChem: 102062669
• LOTUS: LTS0229189
• wikiData: Q105178008