Deidaclin

Details

• Internal ID: 372484b4-fe55-445d-ba7d-3844e6bfd1cf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (1R)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
• SMILES (Canonical): C1CC(C=C1)(C#N)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1C[C@@](C=C1)(C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C12H17NO6/c13-6-12(3-1-2-4-12)19-11-10(17)9(16)8(15)7(5-14)18-11/h1,3,7-11,14-17H,2,4-5H2/t7-,8-,9+,10-,11+,12+/m1/s1
• InChI Key: HBCFZAXOSTUEHA-ZSOJELSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₆
• Molecular Weight: 271.27 g/mol
• Exact Mass: 271.10558726 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.58
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• NSC 370273
• 88824-26-4
• (1R)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclopent-2-ene-1-carbonitrile
• AC1L2K5M
• AC1Q4Q3T
• CHEBI:4373
• DTXSID801187061
• C08329
• Q27106359
• (1R)-1-(beta-D-Glucopyranosyloxy)-2-cyclopentene-1-carbonitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8873	88.73%
Caco-2	-	0.8617	86.17%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7430	74.30%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9381	93.81%
P-glycoprotein inhibitior	-	0.9394	93.94%
P-glycoprotein substrate	-	0.9646	96.46%
CYP3A4 substrate	+	0.5231	52.31%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8197	81.97%
CYP3A4 inhibition	-	0.8615	86.15%
CYP2C9 inhibition	-	0.8235	82.35%
CYP2C19 inhibition	-	0.8211	82.11%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8689	86.89%
CYP2C8 inhibition	-	0.8071	80.71%
CYP inhibitory promiscuity	-	0.7900	79.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6875	68.75%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9907	99.07%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4209	42.09%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6974	69.74%
skin sensitisation	-	0.8606	86.06%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7749	77.49%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	-	0.8616	86.16%
Androgen receptor binding	-	0.7275	72.75%
Thyroid receptor binding	-	0.5513	55.13%
Glucocorticoid receptor binding	-	0.5835	58.35%
Aromatase binding	-	0.7334	73.34%
PPAR gamma	+	0.5949	59.49%
Honey bee toxicity	-	0.6355	63.55%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.9346	93.46%

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	97.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	91.16%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	90.19%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	89.57%	90.17%
CHEMBL1871	P10275	Androgen Receptor	82.42%	96.43%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.53%	86.92%

Plants that contains it

• Adenia globosa
• Kiggelaria africana
• Passiflora foetida
• Passiflora herbertiana
• Passiflora tetrandra
• Turnera ulmifolia

Cross-Links

• PubChem: 73604
• LOTUS: LTS0103659
• wikiData: Q27106359