CID 11809239

Details

• Internal ID: 348cfb7c-e451-44e4-a67a-c5ffae8094fd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 4-hydroxy-4-[2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]cyclohexa-2,5-dien-1-one
• SMILES (Canonical): C1=CC(C=CC1=O)(CCOC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(C=CC1=O)(CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C14H20O8/c15-7-9-10(17)11(18)12(19)13(22-9)21-6-5-14(20)3-1-8(16)2-4-14/h1-4,9-13,15,17-20H,5-7H2/t9-,10-,11+,12-,13-/m1/s1
• InChI Key: VTVARPTUBCBNJX-UJPOAAIJSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₈
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.38
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 40661-45-8
• 4-[2-(beta-D-Glucopyranosyloxy)ethyl]-4-hydroxy-2,5-cyclohexadien-1-one
• HY-N7962
• AKOS040761529
• CS-0138891
• 4-hydroxy-4-[2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]cyclohexa-2,5-dien-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8425	84.25%
Caco-2	-	0.7662	76.62%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8254	82.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9309	93.09%
P-glycoprotein inhibitior	-	0.9093	90.93%
P-glycoprotein substrate	-	0.9548	95.48%
CYP3A4 substrate	+	0.5357	53.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.9250	92.50%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.8862	88.62%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.9505	95.05%
CYP2C8 inhibition	-	0.8522	85.22%
CYP inhibitory promiscuity	-	0.9378	93.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6889	68.89%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.8204	82.04%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7935	79.35%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	-	0.6770	67.70%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4838	48.38%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	-	0.6466	64.66%
Androgen receptor binding	-	0.5911	59.11%
Thyroid receptor binding	+	0.5628	56.28%
Glucocorticoid receptor binding	+	0.6277	62.77%
Aromatase binding	-	0.5412	54.12%
PPAR gamma	-	0.5468	54.68%
Honey bee toxicity	-	0.8498	84.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	-	0.7990	79.90%

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	96.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.78%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.99%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	84.02%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.87%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.17%	96.00%

Plants that contains it

• Abeliophyllum distichum
• Alluaudia ascendens
• Brassica nigra
• Centaurea collina
• Digitalis lanata
• Echinocereus berlandieri
• Euonymus nanus
• Eurya japonica
• Forsythia europaea
• Forsythia suspensa
• Isodon weisiensis
• Millingtonia hortensis
• Olea europaea
• Parahancornia fasciculata
• Phyla nodiflora
• Physostigma venenosum
• Polypremum procumbens
• Tecoma capensis

Cross-Links

• PubChem: 11809239
• NPASS: NPC13748
• LOTUS: LTS0118163
• wikiData: Q104375849