Penicisochroman I

Details

• Internal ID: 9276ae16-2fa9-4042-90e3-a138afca2730
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (1S,2S)-1-[7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]propane-1,2-diol
• InChI: InChI=1S/C15H22O5/c1-8(17)13(18)10-5-4-9-6-12(15(2,3)19)20-14(9)11(10)7-16/h4-5,8,12-13,16-19H,6-7H2,1-3H3/t8-,12?,13+/m0/s1
• InChI Key: JOHWLVUKAYKVGY-XTWJBHNRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• RefChem:171019
• CHEBI:224446
• (1S,2S)-1-[7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzouran-6-yl]propane-1,2-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9673	96.73%
Caco-2	-	0.6454	64.54%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7580	75.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9560	95.60%
P-glycoprotein inhibitior	-	0.9313	93.13%
P-glycoprotein substrate	-	0.7363	73.63%
CYP3A4 substrate	+	0.5113	51.13%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	+	0.3947	39.47%
CYP3A4 inhibition	-	0.9454	94.54%
CYP2C9 inhibition	-	0.7925	79.25%
CYP2C19 inhibition	-	0.7231	72.31%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	+	0.5540	55.40%
CYP2C8 inhibition	-	0.8375	83.75%
CYP inhibitory promiscuity	-	0.6713	67.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5631	56.31%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9673	96.73%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5717	57.17%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	-	0.5663	56.63%
skin sensitisation	-	0.7498	74.98%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9262	92.62%
Acute Oral Toxicity (c)	III	0.5492	54.92%
Estrogen receptor binding	-	0.5944	59.44%
Androgen receptor binding	-	0.6118	61.18%
Thyroid receptor binding	+	0.6492	64.92%
Glucocorticoid receptor binding	+	0.7308	73.08%
Aromatase binding	-	0.6805	68.05%
PPAR gamma	+	0.7226	72.26%
Honey bee toxicity	-	0.9285	92.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8933	89.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.13%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.35%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.59%	91.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.77%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.29%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.74%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.24%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.70%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.49%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.23%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586561
• LOTUS: LTS0234826
• wikiData: Q77508997