(2R,3S,4S,5R,6R)-2-methyl-6-phenoxyoxane-3,4,5-triol

Details

• Internal ID: 799ffd40-d833-48c8-95b4-621c6ec1c6d1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-methyl-6-phenoxyoxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=CC=C2)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC2=CC=CC=C2)O)O)O
• InChI: InChI=1S/C12H16O5/c1-7-9(13)10(14)11(15)12(16-7)17-8-5-3-2-4-6-8/h2-7,9-15H,1H3/t7-,9-,10+,11-,12-/m1/s1
• InChI Key: REPZTFJHHCCRRS-DVYMNCLGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4736	47.36%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6462	64.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9658	96.58%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9428	94.28%
P-glycoprotein inhibitior	-	0.9462	94.62%
P-glycoprotein substrate	-	0.9790	97.90%
CYP3A4 substrate	-	0.6047	60.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8156	81.56%
CYP3A4 inhibition	-	0.7803	78.03%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.7722	77.22%
CYP2C8 inhibition	-	0.7848	78.48%
CYP inhibitory promiscuity	-	0.5345	53.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5604	56.04%
Eye corrosion	-	0.9634	96.34%
Eye irritation	-	0.7977	79.77%
Skin irritation	-	0.6107	61.07%
Skin corrosion	-	0.8303	83.03%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7368	73.68%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	-	0.7856	78.56%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6950	69.50%
Acute Oral Toxicity (c)	III	0.8112	81.12%
Estrogen receptor binding	-	0.8388	83.88%
Androgen receptor binding	-	0.8618	86.18%
Thyroid receptor binding	-	0.6857	68.57%
Glucocorticoid receptor binding	-	0.7024	70.24%
Aromatase binding	-	0.7894	78.94%
PPAR gamma	-	0.5627	56.27%
Honey bee toxicity	-	0.9278	92.78%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.7636	76.36%

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	94.96%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.33%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.79%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	88.60%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.94%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.10%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.86%	95.56%

Plants that contains it

• Calamus draco
• Excoecaria acerifolia
• Garrya laurifolia
• Goupia glabra
• Laggera alata
• Medinilla magnifica
• Mesua ferrea
• Moringa oleifera
• Onobrychis bobrovii
• Papaver persicum
• Petteria ramentacea
• Senecio cathcartensis
• Sequoia sempervirens
• Syncarpha gnaphaloides

Cross-Links

• PubChem: 11379460
• NPASS: NPC5599
• LOTUS: LTS0000536
• wikiData: Q105235013