(2R)-2-[(1R,2R,3S)-1,2,3-trihydroxyhexyl]-2,3-dihydropyran-6-one

Details

• Internal ID: 43224f7e-97d3-47d9-8438-46e27cd4c9da
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (2R)-2-[(1R,2R,3S)-1,2,3-trihydroxyhexyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CCCC(C(C(C1CC=CC(=O)O1)O)O)O
• SMILES (Isomeric): CCC[C@@H]([C@H]([C@H]([C@H]1CC=CC(=O)O1)O)O)O
• InChI: InChI=1S/C11H18O5/c1-2-4-7(12)10(14)11(15)8-5-3-6-9(13)16-8/h3,6-8,10-12,14-15H,2,4-5H2,1H3/t7-,8+,10+,11-/m0/s1
• InChI Key: HFDOZMQUQOSBQC-URPMGSGRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₅
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5156	51.56%
Caco-2	+	0.5540	55.40%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6693	66.93%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9383	93.83%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	-	0.7845	78.45%
CYP3A4 substrate	-	0.5265	52.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.7004	70.04%
CYP2C9 inhibition	-	0.9413	94.13%
CYP2C19 inhibition	-	0.8584	85.84%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	-	0.9768	97.68%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6723	67.23%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.9860	98.60%
Skin irritation	-	0.6016	60.16%
Skin corrosion	-	0.7821	78.21%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6104	61.04%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8110	81.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7549	75.49%
Acute Oral Toxicity (c)	III	0.6328	63.28%
Estrogen receptor binding	-	0.6253	62.53%
Androgen receptor binding	-	0.8171	81.71%
Thyroid receptor binding	-	0.7209	72.09%
Glucocorticoid receptor binding	-	0.4933	49.33%
Aromatase binding	-	0.8889	88.89%
PPAR gamma	-	0.6939	69.39%
Honey bee toxicity	-	0.9626	96.26%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.6393	63.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.51%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.83%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.41%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	82.89%	89.63%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.86%	90.71%
CHEMBL4072	P07858	Cathepsin B	82.84%	93.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.15%	93.56%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	82.13%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	80.80%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.13%	99.17%

Plants that contains it

• Syncolostemon densiflorus
• Tetradenia riparia

Cross-Links

• PubChem: 101881300
• LOTUS: LTS0150556
• wikiData: Q104402631