(3R,4R,5S)-3,4,5,6-tetrahydroxy-1-(4-hydroxyphenyl)hexan-2-one

Details

• Internal ID: 885c25dc-39a0-465a-8601-15342265b504
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (3R,4R,5S)-3,4,5,6-tetrahydroxy-1-(4-hydroxyphenyl)hexan-2-one
• SMILES (Canonical): C1=CC(=CC=C1CC(=O)C(C(C(CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC(=O)[C@@H]([C@@H]([C@H](CO)O)O)O)O
• InChI: InChI=1S/C12H16O6/c13-6-10(16)12(18)11(17)9(15)5-7-1-3-8(14)4-2-7/h1-4,10-14,16-18H,5-6H2/t10-,11-,12+/m0/s1
• InChI Key: PUEMXEQAELSUAM-SDDRHHMPSA-N
• Popularity: 0 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): 118.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8472	84.72%
Caco-2	-	0.7851	78.51%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6911	69.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9510	95.10%
P-glycoprotein inhibitior	-	0.9746	97.46%
P-glycoprotein substrate	-	0.9011	90.11%
CYP3A4 substrate	-	0.6118	61.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7124	71.24%
CYP3A4 inhibition	-	0.7972	79.72%
CYP2C9 inhibition	-	0.9670	96.70%
CYP2C19 inhibition	-	0.9581	95.81%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8326	83.26%
CYP2C8 inhibition	-	0.8434	84.34%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7359	73.59%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.6548	65.48%
Skin irritation	-	0.5726	57.26%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7658	76.58%
Micronuclear	-	0.6985	69.85%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	+	0.4892	48.92%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6993	69.93%
Acute Oral Toxicity (c)	III	0.6863	68.63%
Estrogen receptor binding	-	0.5968	59.68%
Androgen receptor binding	-	0.5263	52.63%
Thyroid receptor binding	-	0.5892	58.92%
Glucocorticoid receptor binding	-	0.5529	55.29%
Aromatase binding	-	0.6692	66.92%
PPAR gamma	+	0.5986	59.86%
Honey bee toxicity	-	0.9523	95.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.6802	68.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.91%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.87%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.64%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.84%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.70%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	81.37%	90.20%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.33%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.15%	98.75%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 163105584
• LOTUS: LTS0100224
• wikiData: Q105215035