Zosteropenilline B

Details

• Internal ID: a6cab909-d962-47c5-930e-00ee8669bcb2
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (4aS,6aR,8S,10aS,10bR)-8-(hydroxymethyl)-4a-methyl-3,6a,7,8,9,10,10a,10b-octahydro-2H-benzo[f]chromen-1-one
• SMILES (Canonical): CC12C=CC3CC(CCC3C1C(=O)CCO2)CO
• SMILES (Isomeric): C[C@]12C=C[C@H]3C[C@H](CC[C@@H]3[C@H]1C(=O)CCO2)CO
• InChI: InChI=1S/C15H22O3/c1-15-6-4-11-8-10(9-16)2-3-12(11)14(15)13(17)5-7-18-15/h4,6,10-12,14,16H,2-3,5,7-9H2,1H3/t10-,11-,12-,14-,15-/m0/s1
• InChI Key: OXHAAEYTFFZWEJ-YLXLXVFQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.7417	74.17%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6674	66.74%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7524	75.24%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.7985	79.85%
CYP3A4 substrate	+	0.6156	61.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.9293	92.93%
CYP2C9 inhibition	-	0.8302	83.02%
CYP2C19 inhibition	-	0.6105	61.05%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.8161	81.61%
CYP2C8 inhibition	-	0.8006	80.06%
CYP inhibitory promiscuity	-	0.9236	92.36%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6196	61.96%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9634	96.34%
Skin irritation	-	0.7805	78.05%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.6656	66.56%
Human Ether-a-go-go-Related Gene inhibition	-	0.5065	50.65%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6143	61.43%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.5458	54.58%
Estrogen receptor binding	+	0.6990	69.90%
Androgen receptor binding	-	0.5176	51.76%
Thyroid receptor binding	-	0.5728	57.28%
Glucocorticoid receptor binding	+	0.6061	60.61%
Aromatase binding	-	0.5534	55.34%
PPAR gamma	-	0.6650	66.50%
Honey bee toxicity	-	0.8439	84.39%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.3937	39.37%

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	97.37%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.85%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.49%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.98%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.67%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.02%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.06%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590438
• LOTUS: LTS0110678
• wikiData: Q105202689