Leporin B

Details

• Internal ID: a50a35bc-736d-4295-bb60-9e2c6f27a0db
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromenopyridines
• IUPAC Name: 2-hydroxy-10-methyl-4-phenyl-6-[(E)-prop-1-enyl]-6a,7,8,9,10,10a-hexahydro-6H-isochromeno[4,3-c]pyridin-1-one
• InChI: InChI=1S/C22H25NO3/c1-3-8-18-16-12-7-9-14(2)19(16)20-21(26-18)17(13-23(25)22(20)24)15-10-5-4-6-11-15/h3-6,8,10-11,13-14,16,18-19,25H,7,9,12H2,1-2H3/b8-3+
• InChI Key: ZAWHOLMDNIHGEJ-FPYGCLRLSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₃
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.18344366 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL33433
• 2-hydroxy-10-methyl-4-phenyl-6-[(E)-prop-1-enyl]-6a,7,8,9,10,10a-hexahydro-6H-isochromeno[4,3-c]pyridin-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	+	0.7218	72.18%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.4933	49.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6894	68.94%
P-glycoprotein inhibitior	+	0.6522	65.22%
P-glycoprotein substrate	-	0.7734	77.34%
CYP3A4 substrate	+	0.6073	60.73%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.8109	81.09%
CYP2C9 inhibition	-	0.6392	63.92%
CYP2C19 inhibition	-	0.5212	52.12%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	+	0.5271	52.71%
CYP2C8 inhibition	-	0.6190	61.90%
CYP inhibitory promiscuity	-	0.5459	54.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.4843	48.43%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9818	98.18%
Skin irritation	-	0.7930	79.30%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5461	54.61%
Human Ether-a-go-go-Related Gene inhibition	+	0.7956	79.56%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8082	80.82%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6803	68.03%
Nephrotoxicity	-	0.6236	62.36%
Acute Oral Toxicity (c)	III	0.6231	62.31%
Estrogen receptor binding	+	0.7360	73.60%
Androgen receptor binding	+	0.7794	77.94%
Thyroid receptor binding	+	0.5521	55.21%
Glucocorticoid receptor binding	+	0.7542	75.42%
Aromatase binding	+	0.6495	64.95%
PPAR gamma	+	0.6583	65.83%
Honey bee toxicity	-	0.8801	88.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9566	95.66%

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	97.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.05%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.85%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.44%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	88.56%	96.25%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.24%	83.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.33%	93.04%
CHEMBL5028	O14672	ADAM10	82.95%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.94%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.84%	91.11%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.84%	98.46%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.66%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9998082
• LOTUS: LTS0001369
• wikiData: Q105370243