Proacacipetalin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	635dff16-48e6-4777-a588-8a3fb683536a
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
IUPAC Name	(2S)-3-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-3-enenitrile
SMILES (Canonical)	CC(=C)C(C#N)OC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric)	CC(=C)[C@@H](C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI	InChI=1S/C11H17NO6/c1-5(2)6(3-12)17-11-10(16)9(15)8(14)7(4-13)18-11/h6-11,13-16H,1,4H2,2H3/t6-,7-,8-,9+,10-,11-/m1/s1
InChI Key	KVHIMSJVFJPBKJ-MPVQUNCYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₁H₁₇NO₆
Molecular Weight	259.26 g/mol
Exact Mass	259.10558726 g/mol
Topological Polar Surface Area (TPSA)	123.00 Å²
XlogP	-0.80
Atomic LogP (AlogP)	-1.73
H-Bond Acceptor	7
H-Bond Donor	4
Rotatable Bonds	4

Synonyms

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66871-89-4

3-Butenenitrile, 2-(beta-D-glucopyranosyloxy)-3-methyl-, (S)-

C08338

(2S)-3-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-3-enenitrile

AC1LCV4G

CHEBI:8423

DTXSID50217025

Q27108079

(2S)-3-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-but-3-enenitrile

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8687	86.87%
Caco-2	-	0.8931	89.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6857	68.57%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9392	93.92%
P-glycoprotein inhibitior	-	0.9326	93.26%
P-glycoprotein substrate	-	0.9474	94.74%
CYP3A4 substrate	+	0.5187	51.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.8408	84.08%
CYP2C19 inhibition	-	0.8448	84.48%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.8623	86.23%
CYP2C8 inhibition	-	0.8945	89.45%
CYP inhibitory promiscuity	-	0.7254	72.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7566	75.66%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.8242	82.42%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4883	48.83%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7074	70.74%
skin sensitisation	-	0.8457	84.57%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6788	67.88%
Acute Oral Toxicity (c)	III	0.5868	58.68%
Estrogen receptor binding	-	0.8302	83.02%
Androgen receptor binding	-	0.7044	70.44%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	-	0.5229	52.29%
Aromatase binding	-	0.5720	57.20%
PPAR gamma	-	0.6463	64.63%
Honey bee toxicity	-	0.4683	46.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	-	0.7374	73.74%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	95.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.58%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.26%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.85%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.57%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.46%	95.58%
CHEMBL3589	P55263	Adenosine kinase	82.90%	98.05%
CHEMBL3401	O75469	Pregnane X receptor	82.86%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.03%	95.83%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Vachellia hebeclada

Vachellia pachyphloia

Vachellia sieberiana var. woodii

Vachellia sutherlandii

Vachellia tortuosa