Zosteropenilline D

Details

• Internal ID: 95be20c4-5a68-4a49-8953-f9753157e3a1
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (4aS,6aR,8S,10aS,10bR)-4a,8-dimethyl-3,6a,7,8,9,10,10a,10b-octahydro-2H-benzo[f]chromen-1-one
• InChI: InChI=1S/C15H22O2/c1-10-3-4-12-11(9-10)5-7-15(2)14(12)13(16)6-8-17-15/h5,7,10-12,14H,3-4,6,8-9H2,1-2H3/t10-,11-,12-,14-,15-/m0/s1
• InChI Key: RMXWBAZVHFTPRY-YLXLXVFQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (4aS,6aR,8S,10aS,10bR)-4a,8-dimethyl-3,6a,7,8,9,10,10a,10b-octahydro-2H-benzo(f)chromen-1-one
• (4aS,6aR,8S,10aS,10bR)-4a,8-dimethyl-3,6a,7,8,9,10,10a,10b-octahydro-2H-benzo[f]chromen-1-one
• RefChem:196260
• CHEBI:212408
• (4aS,6aR,8S,10aS,10bR)-4a,8-dimethyl-3,6a,7,8,9,10,10a,10b-octahydro-2H-benzo[]chromen-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8785	87.85%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4854	48.54%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7560	75.60%
P-glycoprotein inhibitior	-	0.9203	92.03%
P-glycoprotein substrate	-	0.8603	86.03%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7983	79.83%
CYP3A4 inhibition	-	0.8328	83.28%
CYP2C9 inhibition	-	0.8705	87.05%
CYP2C19 inhibition	-	0.6645	66.45%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8784	87.84%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5687	56.87%
Eye corrosion	-	0.9449	94.49%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.7070	70.70%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5243	52.43%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6949	69.49%
skin sensitisation	-	0.6573	65.73%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5483	54.83%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	-	0.5721	57.21%
Androgen receptor binding	-	0.5202	52.02%
Thyroid receptor binding	-	0.5493	54.93%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6249	62.49%
PPAR gamma	-	0.7091	70.91%
Honey bee toxicity	-	0.7822	78.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8579	85.79%

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	95.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.09%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.44%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.82%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.00%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.21%	94.80%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.81%	85.11%
CHEMBL1871	P10275	Androgen Receptor	81.00%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.42%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590440
• LOTUS: LTS0154335
• wikiData: Q105241135