(1aS,2R,5R,6R,7S,7aR)-2,6,7-trihydroxy-5-propyl-1a,2,5,6,7,7a-hexahydrooxireno[2,3-g]isochromen-3-one

Details

• Internal ID: 7bcd03d4-d7d4-4da5-b441-9059660c0eff
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (1aS,2R,5R,6R,7S,7aR)-2,6,7-trihydroxy-5-propyl-1a,2,5,6,7,7a-hexahydrooxireno[2,3-g]isochromen-3-one
• InChI: InChI=1S/C12H16O6/c1-2-3-4-7(13)5-6(12(16)17-4)9(15)11-10(18-11)8(5)14/h4,7-11,13-15H,2-3H2,1H3/t4-,7+,8+,9-,10-,11+/m1/s1
• InChI Key: XWZMFFQRQZVHBH-IYLPVSNWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.09468823 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8852	88.52%
Caco-2	-	0.8433	84.33%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9523	95.23%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	-	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.7776	77.76%
CYP2C9 inhibition	-	0.8315	83.15%
CYP2C19 inhibition	-	0.8021	80.21%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	-	0.8060	80.60%
CYP2C8 inhibition	-	0.9670	96.70%
CYP inhibitory promiscuity	-	0.7300	73.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9754	97.54%
Skin irritation	-	0.6391	63.91%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6845	68.45%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5459	54.59%
skin sensitisation	-	0.7789	77.89%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6769	67.69%
Acute Oral Toxicity (c)	III	0.4132	41.32%
Estrogen receptor binding	+	0.5824	58.24%
Androgen receptor binding	-	0.6322	63.22%
Thyroid receptor binding	+	0.6428	64.28%
Glucocorticoid receptor binding	+	0.5863	58.63%
Aromatase binding	-	0.7947	79.47%
PPAR gamma	-	0.6245	62.45%
Honey bee toxicity	-	0.9415	94.15%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7032	70.32%
Fish aquatic toxicity	+	0.8262	82.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.56%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.12%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.11%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.98%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.92%	90.17%

Plants that contains it

• Laurus azorica

Cross-Links

• PubChem: 162940234
• LOTUS: LTS0051761
• wikiData: Q105343899