[4-[3,6-Dihydroxy-6-methyl-5-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3-hydroxy-1-methyl-7-oxabicyclo[4.1.0]heptan-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 2b208df2-9608-4f06-b1fc-398729e478b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [4-[3,6-dihydroxy-6-methyl-5-(2-methylbut-2-enoyloxy)hept-1-en-2-yl]-3-hydroxy-1-methyl-7-oxabicyclo[4.1.0]heptan-2-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(CC2C1(O2)C)C(=C)C(CC(C(C)(C)O)OC(=O)C(=CC)C)O)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(CC2C1(O2)C)C(=C)C(CC(C(C)(C)O)OC(=O)C(=CC)C)O)O
• InChI: InChI=1S/C25H38O8/c1-9-13(3)22(28)31-18(24(6,7)30)12-17(26)15(5)16-11-19-25(8,33-19)21(20(16)27)32-23(29)14(4)10-2/h9-10,16-21,26-27,30H,5,11-12H2,1-4,6-8H3
• InChI Key: XNXMMOGHWCPTQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₈
• Molecular Weight: 466.60 g/mol
• Exact Mass: 466.25666817 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9411	94.11%
Caco-2	-	0.7514	75.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6417	64.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8964	89.64%
OATP1B3 inhibitior	+	0.9044	90.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4410	44.10%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6531	65.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.6804	68.04%
CYP2C9 inhibition	-	0.7644	76.44%
CYP2C19 inhibition	-	0.7041	70.41%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.8636	86.36%
CYP2C8 inhibition	-	0.6091	60.91%
CYP inhibitory promiscuity	-	0.9457	94.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9159	91.59%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6178	61.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4872	48.72%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.5996	59.96%
skin sensitisation	-	0.6324	63.24%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6168	61.68%
Acute Oral Toxicity (c)	III	0.4149	41.49%
Estrogen receptor binding	+	0.6661	66.61%
Androgen receptor binding	+	0.5547	55.47%
Thyroid receptor binding	-	0.5057	50.57%
Glucocorticoid receptor binding	+	0.6987	69.87%
Aromatase binding	+	0.5657	56.57%
PPAR gamma	+	0.6056	60.56%
Honey bee toxicity	-	0.5541	55.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9790	97.90%

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	98.82%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.95%	85.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.79%	98.75%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.76%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.85%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	88.64%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.46%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.84%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.87%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.96%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.53%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.50%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.91%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.35%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.12%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.07%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.97%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.88%	82.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.60%	90.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.45%	80.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.16%	95.17%

Plants that contains it

• Ligularia cymbulifera

Cross-Links

• PubChem: 74326052
• LOTUS: LTS0167572
• wikiData: Q105332064