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

Details

• Internal ID: dc037fa3-e25b-422d-be51-d6fee53bf759
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5R,7R,10S,11R,14S,15R)-7-acetyloxy-2,6,6,10-tetramethyl-15-[(2R)-4,5,6-trihydroxy-6-methylheptan-2-yl]-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C40H66O12/c1-20(16-24(43)33(47)36(6,7)48)23-10-15-40-19-39(23,40)14-11-26-37(8)13-12-28(50-22(3)42)35(4,5)27(37)17-29(38(26,40)9)52-34-32(46)31(45)30(44)25(51-34)18-49-21(2)41/h20,23-34,43-48H,10-19H2,1-9H3/t20-,23-,24?,25-,26-,27+,28-,29-,30-,31+,32-,33?,34+,37-,38+,39+,40-/m1/s1
• InChI Key: LWBFDADHSVYUPS-PMHXDXJNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₁₂
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.45542754 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7410	74.10%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.7901	79.01%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8042	80.42%
BSEP inhibitior	-	0.5639	56.39%
P-glycoprotein inhibitior	+	0.7655	76.55%
P-glycoprotein substrate	+	0.5226	52.26%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.7074	70.74%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.8383	83.83%
CYP2C8 inhibition	+	0.6249	62.49%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7455	74.55%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.6493	64.93%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4360	43.60%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6529	65.29%
skin sensitisation	-	0.9111	91.11%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8174	81.74%
Acute Oral Toxicity (c)	I	0.3730	37.30%
Estrogen receptor binding	+	0.6953	69.53%
Androgen receptor binding	+	0.7363	73.63%
Thyroid receptor binding	-	0.6078	60.78%
Glucocorticoid receptor binding	+	0.6680	66.80%
Aromatase binding	+	0.6885	68.85%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.6366	63.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9591	95.91%

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	99.80%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.92%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.74%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.35%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	93.97%	98.10%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.38%	97.09%
CHEMBL3837	P07711	Cathepsin L	92.90%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.35%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.26%	95.71%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	91.56%	97.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.16%	85.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.34%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.51%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.49%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.17%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.17%	94.45%
CHEMBL5028	O14672	ADAM10	88.42%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.98%	82.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.64%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.59%	92.78%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.31%	95.58%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.24%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.13%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.30%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.31%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.12%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.03%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	85.00%	98.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.81%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.59%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	83.01%	97.79%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.97%	99.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.14%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.04%	96.38%

Plants that contains it

• Epicharis cumingiana

Cross-Links

• PubChem: 102062676
• LOTUS: LTS0168419
• wikiData: Q105158173