(4aR,6S,8aS)-6-[(1S)-1-hydroxyethyl]-6,8a-dihydro-4aH-pyrano[3,2-b]pyran-2-one

Details

• Internal ID: 0daef342-c2b1-4f06-be57-80306fe45065
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (4aR,6S,8aS)-6-[(1S)-1-hydroxyethyl]-6,8a-dihydro-4aH-pyrano[3,2-b]pyran-2-one
• SMILES (Canonical): CC(C1C=CC2C(O1)C=CC(=O)O2)O
• SMILES (Isomeric): C[C@@H]([C@@H]1C=C[C@H]2[C@H](O1)C=CC(=O)O2)O
• InChI: InChI=1S/C10H12O4/c1-6(11)7-2-3-9-8(13-7)4-5-10(12)14-9/h2-9,11H,1H3/t6-,7-,8+,9-/m0/s1
• InChI Key: YMKWNRDVGOVSHY-MAUMQABQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.5907	59.07%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6271	62.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9383	93.83%
P-glycoprotein inhibitior	-	0.9695	96.95%
P-glycoprotein substrate	-	0.9256	92.56%
CYP3A4 substrate	-	0.6136	61.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.8246	82.46%
CYP2C9 inhibition	-	0.9042	90.42%
CYP2C19 inhibition	-	0.9226	92.26%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.7182	71.82%
CYP2C8 inhibition	-	0.9926	99.26%
CYP inhibitory promiscuity	-	0.9154	91.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4779	47.79%
Eye corrosion	-	0.8708	87.08%
Eye irritation	-	0.8116	81.16%
Skin irritation	+	0.5725	57.25%
Skin corrosion	-	0.8749	87.49%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7940	79.40%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7751	77.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6368	63.68%
Acute Oral Toxicity (c)	III	0.5662	56.62%
Estrogen receptor binding	-	0.8727	87.27%
Androgen receptor binding	-	0.8145	81.45%
Thyroid receptor binding	-	0.7131	71.31%
Glucocorticoid receptor binding	-	0.8030	80.30%
Aromatase binding	-	0.8156	81.56%
PPAR gamma	-	0.7615	76.15%
Honey bee toxicity	-	0.9197	91.97%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.4218	42.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.31%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.31%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.10%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.22%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.14%	99.23%

Plants that contains it

• Allium neapolitanum
• Cycas armstrongii
• Cycas revoluta
• Ephedra aphylla
• Licaria armeniaca
• Mammillaria magnimamma
• Munronia pinnata
• Plectocephalus chilensis
• Quercus suber
• Trichilia hirta
• Typha domingensis

Cross-Links

• PubChem: 637192
• NPASS: NPC108962
• LOTUS: LTS0272388
• wikiData: Q105350599