Lehualide G

Details

• Internal ID: bbd632e2-592d-4de6-bb6b-a099936dd7f7
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 4-hydroxy-3-methoxy-5-methyl-6-[(E)-3-methyl-11-phenylundec-2-enyl]pyran-2-one
• InChI: InChI=1S/C25H34O4/c1-19(17-18-22-20(2)23(26)24(28-3)25(27)29-22)13-9-6-4-5-7-10-14-21-15-11-8-12-16-21/h8,11-12,15-17,26H,4-7,9-10,13-14,18H2,1-3H3/b19-17+
• InChI Key: HDTIRSDZUHKVQB-HTXNQAPBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• CHEBI:68007
• CHEMBL1773931
• DTXSID201124344
• Q27136490
• 4-hydroxy-3-methoxy-5-methyl-6-[(2E)-3-methyl-11-phenylundec-2-en-1-yl]-2H-pyran-2-one
• 1280217-96-0
• 2H-Pyran-2-one, 4-hydroxy-3-methoxy-5-methyl-6-[(2E)-3-methyl-11-phenyl-2-undecen-1-yl]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9343	93.43%
Caco-2	+	0.5260	52.60%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7974	79.74%
OATP1B3 inhibitior	+	0.8763	87.63%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8685	86.85%
P-glycoprotein inhibitior	+	0.7924	79.24%
P-glycoprotein substrate	-	0.6681	66.81%
CYP3A4 substrate	+	0.6324	63.24%
CYP2C9 substrate	+	0.6609	66.09%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.8019	80.19%
CYP2C9 inhibition	-	0.8716	87.16%
CYP2C19 inhibition	+	0.7767	77.67%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	+	0.5190	51.90%
CYP2C8 inhibition	+	0.7103	71.03%
CYP inhibitory promiscuity	-	0.5596	55.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8939	89.39%
Carcinogenicity (trinary)	Non-required	0.7604	76.04%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8366	83.66%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8035	80.35%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9274	92.74%
Acute Oral Toxicity (c)	III	0.4170	41.70%
Estrogen receptor binding	+	0.7551	75.51%
Androgen receptor binding	+	0.6259	62.59%
Thyroid receptor binding	+	0.5671	56.71%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	-	0.5406	54.06%
PPAR gamma	+	0.7177	71.77%
Honey bee toxicity	-	0.8855	88.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	97.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.39%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.05%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.62%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.40%	95.50%
CHEMBL2039	P27338	Monoamine oxidase B	87.14%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	85.28%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.26%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.09%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.16%	92.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54733285
• LOTUS: LTS0252468
• wikiData: Q27136490