Leptene B

Details

• Internal ID: cc49a79f-ffee-442a-80d6-1cd164e7520d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6-ethenyl-5,7-dimethoxy-2,2-dimethylchromene
• SMILES (Canonical): CC1(C=CC2=C(C(=C(C=C2O1)OC)C=C)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(C(=C(C=C2O1)OC)C=C)OC)C
• InChI: InChI=1S/C15H18O3/c1-6-10-12(16-4)9-13-11(14(10)17-5)7-8-15(2,3)18-13/h6-9H,1H2,2-5H3
• InChI Key: SJVHIOOUDOGGBU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• J3.623.548I

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8829	88.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6140	61.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9881	98.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4949	49.49%
P-glycoprotein inhibitior	-	0.9028	90.28%
P-glycoprotein substrate	-	0.8820	88.20%
CYP3A4 substrate	-	0.5178	51.78%
CYP2C9 substrate	+	0.6147	61.47%
CYP2D6 substrate	+	0.3460	34.60%
CYP3A4 inhibition	+	0.5899	58.99%
CYP2C9 inhibition	-	0.6189	61.89%
CYP2C19 inhibition	+	0.8504	85.04%
CYP2D6 inhibition	-	0.8050	80.50%
CYP1A2 inhibition	+	0.9186	91.86%
CYP2C8 inhibition	-	0.5782	57.82%
CYP inhibitory promiscuity	+	0.8034	80.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9392	93.92%
Eye irritation	+	0.9607	96.07%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3923	39.23%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.6970	69.70%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7057	70.57%
Acute Oral Toxicity (c)	II	0.5292	52.92%
Estrogen receptor binding	+	0.8349	83.49%
Androgen receptor binding	-	0.5648	56.48%
Thyroid receptor binding	+	0.6438	64.38%
Glucocorticoid receptor binding	-	0.6950	69.50%
Aromatase binding	-	0.5236	52.36%
PPAR gamma	-	0.4876	48.76%
Honey bee toxicity	-	0.7699	76.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9608	96.08%

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	94.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.38%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.57%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.14%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.03%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.07%	89.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.93%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%

Plants that contains it

• Leonurus japonicus
• Leonurus sibiricus

Cross-Links

• PubChem: 5318969
• NPASS: NPC29081