(3R,4R,5R,6R)-2,3,4-trihydroperoxy-6-(hydroxymethyl)-5-phenoxy-5-phenylperoxyoxane-2,3,4-triol

Details

• Internal ID: a65dd80e-01fb-46e6-a0f3-11128ecd9fd0
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: (3R,4R,5R,6R)-2,3,4-trihydroperoxy-6-(hydroxymethyl)-5-phenoxy-5-phenylperoxyoxane-2,3,4-triol
• SMILES (Canonical): C1=CC=C(C=C1)OC2(C(OC(C(C2(O)OO)(O)OO)(O)OO)CO)OOC3=CC=CC=C3
• SMILES (Isomeric): C1=CC=C(C=C1)O[C@]2([C@H](OC([C@]([C@@]2(O)OO)(O)OO)(O)OO)CO)OOC3=CC=CC=C3
• InChI: InChI=1S/C18H20O14/c19-11-14-15(26-12-7-3-1-4-8-12,32-28-13-9-5-2-6-10-13)16(20,29-23)17(21,30-24)18(22,27-14)31-25/h1-10,14,19-25H,11H2/t14-,15-,16+,17-,18?/m1/s1
• InChI Key: GMVKZIGIYSHLJD-IHAUNJBESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₁₄
• Molecular Weight: 460.30 g/mol
• Exact Mass: 460.08530531 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.34
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8729	87.29%
Caco-2	-	0.8276	82.76%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7342	73.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6929	69.29%
P-glycoprotein inhibitior	-	0.6328	63.28%
P-glycoprotein substrate	-	0.8506	85.06%
CYP3A4 substrate	+	0.5274	52.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8085	80.85%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.8159	81.59%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9091	90.91%
CYP1A2 inhibition	-	0.8759	87.59%
CYP2C8 inhibition	+	0.5353	53.53%
CYP inhibitory promiscuity	-	0.7102	71.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.8570	85.70%
Skin irritation	-	0.8106	81.06%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5176	51.76%
skin sensitisation	-	0.8409	84.09%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6321	63.21%
Acute Oral Toxicity (c)	III	0.6274	62.74%
Estrogen receptor binding	+	0.7691	76.91%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	+	0.6235	62.35%
Glucocorticoid receptor binding	-	0.4644	46.44%
Aromatase binding	+	0.6654	66.54%
PPAR gamma	+	0.6908	69.08%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.7764	77.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.80%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.01%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.38%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.52%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.93%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.60%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.03%	97.09%

Plants that contains it

• Sanguisorba minor

Cross-Links

• PubChem: 162817110
• LOTUS: LTS0092181
• wikiData: Q105012186