Chakanoside I

Details

• Internal ID: 8db846a7-d0d3-43a1-a6e9-a92324abb34c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethanone
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)COC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C14H18O7/c15-6-10-11(17)12(18)13(19)14(21-10)20-7-9(16)8-4-2-1-3-5-8/h1-5,10-15,17-19H,6-7H2/t10-,11-,12+,13-,14-/m1/s1
• InChI Key: CJQCIXJPXYAJCU-RKQHYHRCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₇
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.10525291 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8952	89.52%
Caco-2	-	0.7848	78.48%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7531	75.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9272	92.72%
P-glycoprotein inhibitior	-	0.9331	93.31%
P-glycoprotein substrate	-	0.9823	98.23%
CYP3A4 substrate	-	0.6068	60.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	-	0.9354	93.54%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.9224	92.24%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.9523	95.23%
CYP2C8 inhibition	-	0.6925	69.25%
CYP inhibitory promiscuity	-	0.8187	81.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6969	69.69%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8276	82.76%
Skin irritation	-	0.8680	86.80%
Skin corrosion	-	0.9761	97.61%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6935	69.35%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.8142	81.42%
skin sensitisation	-	0.9103	91.03%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5245	52.45%
Acute Oral Toxicity (c)	III	0.5025	50.25%
Estrogen receptor binding	-	0.7569	75.69%
Androgen receptor binding	-	0.6671	66.71%
Thyroid receptor binding	-	0.6784	67.84%
Glucocorticoid receptor binding	-	0.7483	74.83%
Aromatase binding	-	0.7700	77.00%
PPAR gamma	-	0.5770	57.70%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	-	0.5990	59.90%

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	92.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.11%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.66%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.38%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.81%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.47%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.51%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.13%	96.00%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 91412699
• LOTUS: LTS0102734
• wikiData: Q105157050