[3,5-Dihydroxy-6-[5-hydroxy-6-methoxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3-methyl-4-(2-methylbut-2-enoyloxy)-2-oxocyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: 7654eb08-b3f3-42bf-a6e0-0835833eca43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [3,5-dihydroxy-6-[5-hydroxy-6-methoxy-6-methyl-3-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3-methyl-4-(2-methylbut-2-enoyloxy)-2-oxocyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C(C1=O)(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC(C(C)(C)OC)O)OC(=O)C(=CC)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C(C(C1=O)(C)O)OC(=O)C(=CC)C)O)C(=C)C(CC(C(C)(C)OC)O)OC(=O)C(=CC)C
• InChI: InChI=1S/C31H46O11/c1-12-16(4)27(35)40-20(15-21(32)30(8,9)39-11)19(7)22-23(33)26(42-29(37)18(6)14-3)31(10,38)25(34)24(22)41-28(36)17(5)13-2/h12-14,20-24,26,32-33,38H,7,15H2,1-6,8-11H3
• InChI Key: UPGPLBUZKRKXSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₁₁
• Molecular Weight: 594.70 g/mol
• Exact Mass: 594.30401228 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9419	94.19%
Caco-2	-	0.8100	81.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7296	72.96%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9126	91.26%
P-glycoprotein inhibitior	+	0.7762	77.62%
P-glycoprotein substrate	+	0.5243	52.43%
CYP3A4 substrate	+	0.6713	67.13%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.9029	90.29%
CYP3A4 inhibition	-	0.8074	80.74%
CYP2C9 inhibition	-	0.8474	84.74%
CYP2C19 inhibition	-	0.8136	81.36%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.9402	94.02%
CYP2C8 inhibition	-	0.6563	65.63%
CYP inhibitory promiscuity	-	0.9539	95.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7871	78.71%
Carcinogenicity (trinary)	Non-required	0.6958	69.58%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.6433	64.33%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.5578	55.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6866	68.66%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.6749	67.49%
skin sensitisation	+	0.5656	56.56%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6123	61.23%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	+	0.7159	71.59%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.6887	68.87%
Honey bee toxicity	-	0.5682	56.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9342	93.42%

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	96.98%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.77%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	88.39%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.99%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.52%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.90%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.61%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.85%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.28%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.21%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.14%	96.90%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.99%	90.08%
CHEMBL2535	P11166	Glucose transporter	82.75%	98.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.73%	92.88%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.67%	80.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.74%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.60%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.95%	93.00%

Plants that contains it

• Ligularia dentata

Cross-Links

• PubChem: 162904586
• LOTUS: LTS0230479
• wikiData: Q105276787