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

Details

• Internal ID: 8c6004a6-4cb5-4c73-8d0a-76d48062ef3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-15-[(2S)-3-formylbut-3-en-2-yl]-2,6,6,10-tetramethyl-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(C1CCC23C1(C2)CCC4C3(C(CC5C4(CCC(C5(C)C)OC(=O)C)C)OC6C(C(C(C(O6)COC(=O)C)O)O)O)C)C(=C)C=O
• SMILES (Isomeric): C[C@@H]([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)OC(=O)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O)O)C)C(=C)C=O
• InChI: InChI=1S/C37H56O10/c1-19(16-38)20(2)23-9-14-37-18-36(23,37)13-10-25-34(7)12-11-27(45-22(4)40)33(5,6)26(34)15-28(35(25,37)8)47-32-31(43)30(42)29(41)24(46-32)17-44-21(3)39/h16,20,23-32,41-43H,1,9-15,17-18H2,2-8H3/t20-,23+,24-,25-,26+,27-,28-,29-,30+,31-,32+,34-,35+,36-,37-/m1/s1
• InChI Key: PLLGLZXFRKRKBT-RSMUVFTDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₁₀
• Molecular Weight: 660.80 g/mol
• Exact Mass: 660.38734798 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8390	83.90%
Caco-2	-	0.8452	84.52%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8178	81.78%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.7789	77.89%
OATP1B3 inhibitior	+	0.8860	88.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6308	63.08%
BSEP inhibitior	+	0.7558	75.58%
P-glycoprotein inhibitior	+	0.7126	71.26%
P-glycoprotein substrate	-	0.5293	52.93%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.8585	85.85%
CYP2C9 inhibition	-	0.5453	54.53%
CYP2C19 inhibition	-	0.7937	79.37%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.7403	74.03%
CYP2C8 inhibition	+	0.6279	62.79%
CYP inhibitory promiscuity	-	0.8791	87.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7333	73.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.5644	56.44%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4265	42.65%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7731	77.31%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7681	76.81%
Acute Oral Toxicity (c)	III	0.4755	47.55%
Estrogen receptor binding	+	0.7300	73.00%
Androgen receptor binding	+	0.7361	73.61%
Thyroid receptor binding	-	0.5977	59.77%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	+	0.7184	71.84%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.6642	66.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.79%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	93.64%	97.47%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.09%	95.58%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.85%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.23%	89.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.03%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.51%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.26%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.72%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.51%	91.19%
CHEMBL5028	O14672	ADAM10	86.29%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.59%	89.50%
CHEMBL1871	P10275	Androgen Receptor	85.16%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.79%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.75%	94.33%
CHEMBL2581	P07339	Cathepsin D	84.65%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.35%	85.31%
CHEMBL5255	O00206	Toll-like receptor 4	83.71%	92.50%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.59%	95.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.41%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.18%	96.21%
CHEMBL237	P41145	Kappa opioid receptor	82.95%	98.10%
CHEMBL5957	P21589	5'-nucleotidase	82.12%	97.78%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.91%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	80.76%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.39%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.34%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.19%	93.04%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.09%	97.31%

Plants that contains it

• Dysoxylum cumingianum

Cross-Links

• PubChem: 101639031
• LOTUS: LTS0147042
• wikiData: Q105211015