[4-[2-(2-hydroxy-6-methylhept-5-en-2-yl)-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-4-enyl] acetate

Details

• Internal ID: 0034e675-80f3-4e25-8857-1c2d77b5d354
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [4-[2-(2-hydroxy-6-methylhept-5-en-2-yl)-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-4-enyl] acetate
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C(O1)CCC(O2)C(=C)CCC(C3(CCC(O3)C(C)(C)O)C)OC(=O)C)C)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2(C(O1)CCC(O2)C(=C)CCC(C3(CCC(O3)C(C)(C)O)C)OC(=O)C)C)O)C
• InChI: InChI=1S/C32H54O7/c1-21(2)11-10-18-30(7,35)26-17-20-31(8)28(37-26)15-13-24(38-31)22(3)12-14-27(36-23(4)33)32(9)19-16-25(39-32)29(5,6)34/h11,24-28,34-35H,3,10,12-20H2,1-2,4-9H3
• InChI Key: CWLKIXLDBPFKPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₇
• Molecular Weight: 550.80 g/mol
• Exact Mass: 550.38695406 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.95
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	-	0.7545	75.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	-	0.2449	24.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8867	88.67%
P-glycoprotein inhibitior	+	0.7407	74.07%
P-glycoprotein substrate	-	0.5275	52.75%
CYP3A4 substrate	+	0.7010	70.10%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.5423	54.23%
CYP2C9 inhibition	-	0.7127	71.27%
CYP2C19 inhibition	-	0.7657	76.57%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.7922	79.22%
CYP2C8 inhibition	+	0.5142	51.42%
CYP inhibitory promiscuity	-	0.7565	75.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6453	64.53%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.5859	58.59%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5687	56.87%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5987	59.87%
skin sensitisation	-	0.7144	71.44%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7273	72.73%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	+	0.6544	65.44%
Androgen receptor binding	+	0.5854	58.54%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7570	75.70%
Aromatase binding	+	0.7283	72.83%
PPAR gamma	+	0.5466	54.66%
Honey bee toxicity	-	0.6920	69.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9892	98.92%

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	97.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.74%	94.45%
CHEMBL284	P27487	Dipeptidyl peptidase IV	97.69%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.10%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.50%	96.61%
CHEMBL233	P35372	Mu opioid receptor	94.28%	97.93%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.51%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.01%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.44%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.06%	97.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.46%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.44%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	86.90%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.87%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.76%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.72%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.27%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.22%	86.33%
CHEMBL237	P41145	Kappa opioid receptor	85.96%	98.10%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.02%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.82%	92.78%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.37%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.34%	89.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.15%	89.05%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.77%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.71%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.16%	92.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.11%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.97%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.68%	97.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.62%	98.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.87%	85.14%
CHEMBL236	P41143	Delta opioid receptor	81.81%	99.35%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.92%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.37%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73836339
• LOTUS: LTS0019289
• wikiData: Q104971352