Lehualide B

Details

• Internal ID: afd4d69e-cda5-496a-b1d6-8274d6f3049f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 2,3-dimethoxy-5-methyl-6-[(2E,6Z,9E)-3,7,9-trimethyl-11-phenylundeca-2,6,9-trienyl]pyran-4-one
• InChI: InChI=1S/C28H36O4/c1-20(16-18-25-23(4)26(29)27(30-5)28(31-6)32-25)11-10-12-21(2)19-22(3)15-17-24-13-8-7-9-14-24/h7-9,12-16H,10-11,17-19H2,1-6H3/b20-16+,21-12-,22-15+
• InChI Key: YVIWNCQQXZJAHK-DXYHPHEZSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₄
• Molecular Weight: 436.60 g/mol
• Exact Mass: 436.26135963 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.76
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

• CHEMBL464742
• 2,3-dimethoxy-5-methyl-6-[(2E,6Z,9E)-3,7,9-trimethyl-11-phenylundeca-2,6,9-trienyl]pyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.5232	52.32%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9918	99.18%
P-glycoprotein inhibitior	+	0.9618	96.18%
P-glycoprotein substrate	-	0.7249	72.49%
CYP3A4 substrate	+	0.5818	58.18%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8103	81.03%
CYP3A4 inhibition	-	0.7575	75.75%
CYP2C9 inhibition	-	0.9220	92.20%
CYP2C19 inhibition	+	0.8216	82.16%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	+	0.5541	55.41%
CYP2C8 inhibition	-	0.5576	55.76%
CYP inhibitory promiscuity	+	0.6102	61.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.7377	73.77%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9346	93.46%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9599	95.99%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5182	51.82%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7746	77.46%
Acute Oral Toxicity (c)	III	0.4429	44.29%
Estrogen receptor binding	+	0.7426	74.26%
Androgen receptor binding	+	0.5470	54.70%
Thyroid receptor binding	+	0.6387	63.87%
Glucocorticoid receptor binding	+	0.7088	70.88%
Aromatase binding	+	0.5632	56.32%
PPAR gamma	+	0.6782	67.82%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.27%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.64%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.55%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.45%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.39%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.54%	95.50%
CHEMBL2039	P27338	Monoamine oxidase B	81.90%	92.51%
CHEMBL2535	P11166	Glucose transporter	81.20%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11517742
• LOTUS: LTS0243505
• wikiData: Q105365421