(2S)-2-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

Details

• Internal ID: 06ece30a-18bd-48e0-8a25-6f2d871ffcc7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (2S)-2-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
• SMILES (Canonical): C1C=C(C=CC1O)C(C#N)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1C=C(C=C[C@H]1O)[C@@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H19NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-3,8-14,16-20H,4,6H2/t8-,9-,10-,11-,12+,13-,14-/m1/s1
• InChI Key: IBDULJHDLZHBPN-IORQEQIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₇
• Molecular Weight: 313.30 g/mol
• Exact Mass: 313.11615195 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.06
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8433	84.33%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6051	60.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9338	93.38%
P-glycoprotein inhibitior	-	0.8865	88.65%
P-glycoprotein substrate	-	0.9041	90.41%
CYP3A4 substrate	+	0.5652	56.52%
CYP2C9 substrate	-	0.6115	61.15%
CYP2D6 substrate	-	0.8236	82.36%
CYP3A4 inhibition	-	0.8806	88.06%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.8318	83.18%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.8707	87.07%
CYP2C8 inhibition	-	0.7705	77.05%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7509	75.09%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9743	97.43%
Skin irritation	-	0.8275	82.75%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4427	44.27%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7029	70.29%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5557	55.57%
Acute Oral Toxicity (c)	III	0.5944	59.44%
Estrogen receptor binding	-	0.7486	74.86%
Androgen receptor binding	-	0.5800	58.00%
Thyroid receptor binding	-	0.5066	50.66%
Glucocorticoid receptor binding	-	0.5511	55.11%
Aromatase binding	-	0.5664	56.64%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6416	64.16%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	-	0.8207	82.07%

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	98.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.45%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.47%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.15%	95.83%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.42%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.12%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.62%	94.45%

Plants that contains it

• Campylospermum flavum

Cross-Links

• PubChem: 162988367
• LOTUS: LTS0197643
• wikiData: Q105036446