2,7-Dihydroxy-5-propyl-1a,2,5,6,7,7a-hexahydrooxireno[2,3-g]isochromen-3-one

Details

• Internal ID: cd4ef47f-ee16-4d8b-9047-77cdb9d5ef43
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 2,7-dihydroxy-5-propyl-1a,2,5,6,7,7a-hexahydrooxireno[2,3-g]isochromen-3-one
• SMILES (Canonical): CCCC1CC2=C(C(C3C(C2O)O3)O)C(=O)O1
• SMILES (Isomeric): CCCC1CC2=C(C(C3C(C2O)O3)O)C(=O)O1
• InChI: InChI=1S/C12H16O5/c1-2-3-5-4-6-7(12(15)16-5)9(14)11-10(17-11)8(6)13/h5,8-11,13-14H,2-4H2,1H3
• InChI Key: LYVLYKYBSADXKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9483	94.83%
Caco-2	-	0.6709	67.09%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6656	66.56%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9400	94.00%
P-glycoprotein inhibitior	-	0.9331	93.31%
P-glycoprotein substrate	-	0.8511	85.11%
CYP3A4 substrate	-	0.5954	59.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	-	0.8250	82.50%
CYP2C19 inhibition	-	0.7656	76.56%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	-	0.7142	71.42%
CYP2C8 inhibition	-	0.9653	96.53%
CYP inhibitory promiscuity	-	0.7859	78.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4693	46.93%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9785	97.85%
Skin irritation	-	0.6508	65.08%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7197	71.97%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6186	61.86%
skin sensitisation	-	0.7644	76.44%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6500	65.00%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	+	0.6327	63.27%
Androgen receptor binding	-	0.7009	70.09%
Thyroid receptor binding	+	0.5340	53.40%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	-	0.7754	77.54%
PPAR gamma	-	0.6136	61.36%
Honey bee toxicity	-	0.9485	94.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9083	90.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.13%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.66%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.65%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.64%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.42%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.77%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.19%	99.23%

Plants that contains it

• Laurus azorica

Cross-Links

• PubChem: 74408354
• LOTUS: LTS0055505
• wikiData: Q104171469