(2S,3R,4S,5S,6R)-2-[(1S,6R)-4-hydroxy-2,6-dimethoxycyclohexa-2,4-dien-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: fac71457-2d85-403b-b771-c7efa033f96c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(1S,6R)-4-hydroxy-2,6-dimethoxycyclohexa-2,4-dien-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C14H22O9/c1-20-7-3-6(16)4-8(21-2)13(7)23-14-12(19)11(18)10(17)9(5-15)22-14/h3-4,7,9-19H,5H2,1-2H3/t7-,9-,10-,11+,12-,13+,14+/m1/s1
• InChI Key: FRBJCBKLQZUNDI-WRXWLAANSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₉
• Molecular Weight: 334.32 g/mol
• Exact Mass: 334.12638228 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.83
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8411	84.11%
Caco-2	-	0.8442	84.42%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7184	71.84%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9003	90.03%
P-glycoprotein inhibitior	-	0.8512	85.12%
P-glycoprotein substrate	-	0.8881	88.81%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8594	85.94%
CYP3A4 inhibition	-	0.8886	88.86%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.8423	84.23%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.9140	91.40%
CYP2C8 inhibition	-	0.7873	78.73%
CYP inhibitory promiscuity	-	0.7191	71.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7386	73.86%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9664	96.64%
Skin irritation	-	0.8611	86.11%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3972	39.72%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.5634	56.34%
Estrogen receptor binding	-	0.7396	73.96%
Androgen receptor binding	-	0.5902	59.02%
Thyroid receptor binding	+	0.5680	56.80%
Glucocorticoid receptor binding	-	0.5830	58.30%
Aromatase binding	-	0.5759	57.59%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.8248	82.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	-	0.6915	69.15%

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	96.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.81%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.50%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.79%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.53%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.49%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.16%	99.17%

Plants that contains it

• Castanopsis fissa

Cross-Links

• PubChem: 162928429
• LOTUS: LTS0050895
• wikiData: Q105000076