(5S,6S)-6-[(1S,2S)-1,2-dihydroxy-2-phenylethyl]-5-hydroxyoxan-2-one

Details

• Internal ID: bf286d02-f25e-492d-a9f2-6f08f27cd98f
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (5S,6S)-6-[(1S,2S)-1,2-dihydroxy-2-phenylethyl]-5-hydroxyoxan-2-one
• SMILES (Canonical): C1CC(=O)OC(C1O)C(C(C2=CC=CC=C2)O)O
• SMILES (Isomeric): C1CC(=O)O[C@@H]([C@H]1O)[C@H]([C@H](C2=CC=CC=C2)O)O
• InChI: InChI=1S/C13H16O5/c14-9-6-7-10(15)18-13(9)12(17)11(16)8-4-2-1-3-5-8/h1-5,9,11-14,16-17H,6-7H2/t9-,11-,12-,13-/m0/s1
• InChI Key: AEZPUCJIQHKDKN-BQUFFADESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7206	72.06%
Caco-2	-	0.7524	75.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7186	71.86%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9480	94.80%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9015	90.15%
P-glycoprotein inhibitior	-	0.9081	90.81%
P-glycoprotein substrate	-	0.9567	95.67%
CYP3A4 substrate	-	0.5425	54.25%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.7840	78.40%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.9323	93.23%
CYP2C19 inhibition	-	0.9447	94.47%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.9583	95.83%
CYP2C8 inhibition	-	0.9546	95.46%
CYP inhibitory promiscuity	-	0.9780	97.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6681	66.81%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8047	80.47%
Skin irritation	-	0.6069	60.69%
Skin corrosion	-	0.8582	85.82%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8217	82.17%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.6317	63.17%
skin sensitisation	-	0.8222	82.22%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6867	68.67%
Acute Oral Toxicity (c)	III	0.6121	61.21%
Estrogen receptor binding	-	0.6087	60.87%
Androgen receptor binding	-	0.7090	70.90%
Thyroid receptor binding	-	0.7940	79.40%
Glucocorticoid receptor binding	-	0.5710	57.10%
Aromatase binding	-	0.8031	80.31%
PPAR gamma	-	0.6696	66.96%
Honey bee toxicity	-	0.8822	88.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.6528	65.28%

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	96.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.79%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.76%	94.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.09%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	86.56%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.57%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.26%	97.09%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.34%	95.00%

Plants that contains it

• Goniothalamus aruensis

Cross-Links

• PubChem: 102317065
• LOTUS: LTS0054751
• wikiData: Q104910816