(2Z)-2-[4,5-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-ylidene]acetonitrile

Details

• Internal ID: f481a4dc-ec52-42a7-81b5-68f9cfec49f7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2Z)-2-[4,5-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-ylidene]acetonitrile
• SMILES (Canonical): C1=CC(=CC#N)C(C(C1O)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=C/C(=C/C#N)/C(C(C1O)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C14H19NO8/c15-4-3-6-1-2-7(17)9(18)13(6)23-14-12(21)11(20)10(19)8(5-16)22-14/h1-3,7-14,16-21H,5H2/b6-3-
• InChI Key: WIIDBJNWXCWLKF-UTCJRWHESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₈
• Molecular Weight: 329.30 g/mol
• Exact Mass: 329.11106656 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -3.09
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8266	82.66%
Caco-2	-	0.8980	89.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6575	65.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9788	97.88%
P-glycoprotein inhibitior	-	0.8736	87.36%
P-glycoprotein substrate	-	0.9361	93.61%
CYP3A4 substrate	+	0.5322	53.22%
CYP2C9 substrate	-	0.6059	60.59%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.8373	83.73%
CYP2C9 inhibition	-	0.8239	82.39%
CYP2C19 inhibition	-	0.8049	80.49%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.8589	85.89%
CYP2C8 inhibition	-	0.7615	76.15%
CYP inhibitory promiscuity	-	0.5630	56.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7228	72.28%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9768	97.68%
Skin irritation	-	0.8422	84.22%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4626	46.26%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7766	77.66%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5315	53.15%
Acute Oral Toxicity (c)	III	0.5346	53.46%
Estrogen receptor binding	-	0.6591	65.91%
Androgen receptor binding	-	0.7086	70.86%
Thyroid receptor binding	+	0.5231	52.31%
Glucocorticoid receptor binding	-	0.5596	55.96%
Aromatase binding	-	0.5209	52.09%
PPAR gamma	+	0.5380	53.80%
Honey bee toxicity	-	0.7210	72.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.6992	69.92%

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	96.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.96%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	87.34%	95.93%
CHEMBL1871	P10275	Androgen Receptor	86.76%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.49%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.99%	83.57%
CHEMBL2581	P07339	Cathepsin D	80.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.17%	86.33%

Plants that contains it

• Ilex warburgii
• Lithospermum officinale
• Semiaquilegia adoxoides

Cross-Links

• PubChem: 6079060
• LOTUS: LTS0050713
• wikiData: Q105306254