Mehirugin C

Details

• Internal ID: 17f0337e-f0ec-47be-89fc-1ab64f93c23f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3S,3aR,4S,9aS,9bR)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)C)C)OC(=O)C=C(C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](CC(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)C)C)OC(=O)C=C(C)C
• InChI: InChI=1S/C20H24O5/c1-9(2)6-15(22)24-14-8-11(4)16-13(21)7-10(3)17(16)19-18(14)12(5)20(23)25-19/h6-7,12,14,17-19H,8H2,1-5H3/t12-,14-,17-,18+,19+/m0/s1
• InChI Key: QBUCOEQUHYDMCX-WLKGZBLQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL2087218

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.7665	76.65%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6050	60.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5530	55.30%
P-glycoprotein inhibitior	+	0.6043	60.43%
P-glycoprotein substrate	-	0.6032	60.32%
CYP3A4 substrate	+	0.6015	60.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.8123	81.23%
CYP2C9 inhibition	-	0.7571	75.71%
CYP2C19 inhibition	-	0.7792	77.92%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.6069	60.69%
CYP2C8 inhibition	-	0.7734	77.34%
CYP inhibitory promiscuity	-	0.7855	78.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4576	45.76%
Eye corrosion	-	0.9337	93.37%
Eye irritation	-	0.8510	85.10%
Skin irritation	-	0.6998	69.98%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	+	0.5618	56.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7317	73.17%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6713	67.13%
skin sensitisation	-	0.6526	65.26%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5887	58.87%
Acute Oral Toxicity (c)	III	0.4682	46.82%
Estrogen receptor binding	+	0.6023	60.23%
Androgen receptor binding	+	0.6475	64.75%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	-	0.5231	52.31%
Aromatase binding	-	0.7186	71.86%
PPAR gamma	-	0.5063	50.63%
Honey bee toxicity	-	0.6598	65.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9632	96.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.23%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.00%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.84%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.67%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.38%	89.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.31%	92.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%
CHEMBL4072	P07858	Cathepsin B	81.26%	93.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.42%	96.00%

Plants that contains it

• Kandelia candel

Cross-Links

• PubChem: 66553497
• NPASS: NPC78089
• LOTUS: LTS0156123
• wikiData: Q105218006