Peneciraistin B

Details

• Internal ID: bdf3c74f-430a-47b2-87fe-4c991da61dd4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3S,3'S,6'S)-6',7-dimethylspiro[1,4-dihydroisochromene-3,2'-oxane]-3',6,8-triol
• SMILES (Canonical): CC1CCC(C2(O1)CC3=CC(=C(C(=C3CO2)O)C)O)O
• SMILES (Isomeric): C[C@H]1CC[C@@H]([C@@]2(O1)CC3=CC(=C(C(=C3CO2)O)C)O)O
• InChI: InChI=1S/C15H20O5/c1-8-3-4-13(17)15(20-8)6-10-5-12(16)9(2)14(18)11(10)7-19-15/h5,8,13,16-18H,3-4,6-7H2,1-2H3/t8-,13-,15-/m0/s1
• InChI Key: SUQIXSQBLCRCPS-IIRLODAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7698	76.98%
Caco-2	-	0.5279	52.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6953	69.53%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.8611	86.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8102	81.02%
BSEP inhibitior	-	0.7443	74.43%
P-glycoprotein inhibitior	-	0.9244	92.44%
P-glycoprotein substrate	-	0.6639	66.39%
CYP3A4 substrate	+	0.5859	58.59%
CYP2C9 substrate	-	0.7683	76.83%
CYP2D6 substrate	-	0.6611	66.11%
CYP3A4 inhibition	-	0.7945	79.45%
CYP2C9 inhibition	-	0.9222	92.22%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.5748	57.48%
CYP2C8 inhibition	-	0.7122	71.22%
CYP inhibitory promiscuity	-	0.9575	95.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6692	66.92%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8305	83.05%
Skin irritation	-	0.7198	71.98%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6132	61.32%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8883	88.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8037	80.37%
Acute Oral Toxicity (c)	III	0.5596	55.96%
Estrogen receptor binding	+	0.7837	78.37%
Androgen receptor binding	+	0.6051	60.51%
Thyroid receptor binding	+	0.6887	68.87%
Glucocorticoid receptor binding	+	0.6985	69.85%
Aromatase binding	-	0.5817	58.17%
PPAR gamma	+	0.7243	72.43%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9514	95.14%

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	99.11%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.91%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.77%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.93%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.36%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.56%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.05%	93.40%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.83%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.60%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.21%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.30%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.18%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101564885
• LOTUS: LTS0232282
• wikiData: Q77517420