4RS,7SR,11SR,2H-3,4,4a,5a,7,8-hexahydro-4-hydroxy-pyrano[2,3-b]cyclopenta[d]pyran-9(6H)-one

Details

• Internal ID: b9b21a76-6f8e-427b-8657-de1734344890
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (1R,9R,13S)-13-hydroxy-8,10-dioxatricyclo[7.4.0.02,6]tridec-2(6)-en-3-one
• InChI: InChI=1S/C11H14O4/c12-7-2-1-6-5-15-11-10(9(6)7)8(13)3-4-14-11/h8,10-11,13H,1-5H2/t8-,10-,11+/m0/s1
• InChI Key: YJFYYEMGRRPKKL-INTQDDNPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23 g/mol
• Exact Mass: 210.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.5387	53.87%
Blood Brain Barrier	-	0.5142	51.42%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9430	94.30%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7891	78.91%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.9000	90.00%
CYP3A4 substrate	-	0.5210	52.10%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.9376	93.76%
CYP2C19 inhibition	-	0.8274	82.74%
CYP2D6 inhibition	-	0.8188	81.88%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.9437	94.37%
CYP inhibitory promiscuity	-	0.9599	95.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9405	94.05%
Eye irritation	+	0.6981	69.81%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7870	78.70%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5753	57.53%
skin sensitisation	-	0.8316	83.16%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.3933	39.33%
Estrogen receptor binding	-	0.5632	56.32%
Androgen receptor binding	-	0.7160	71.60%
Thyroid receptor binding	-	0.6566	65.66%
Glucocorticoid receptor binding	-	0.5995	59.95%
Aromatase binding	-	0.9153	91.53%
PPAR gamma	-	0.5262	52.62%
Honey bee toxicity	-	0.7970	79.70%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7102	71.02%

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	94.39%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.35%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.03%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.50%	92.94%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.10%	91.38%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	82.85%	88.84%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.31%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.71%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.68%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585051
• LOTUS: LTS0210478
• wikiData: Q77381669