4-(2-{[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)cyclohex-1-ene-1-carboxylic acid

Details

• Internal ID: 59092422-3fa7-402b-b5d6-215f0e2b3cea
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 4-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(C)(C1CCC(=CC1)C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(C)(C1CCC(=CC1)C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C16H26O8/c1-16(2,9-5-3-8(4-6-9)14(21)22)24-15-13(20)12(19)11(18)10(7-17)23-15/h3,9-13,15,17-20H,4-7H2,1-2H3,(H,21,22)
• InChI Key: RQEWNDZNKBUWDH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₈
• Molecular Weight: 346.37 g/mol
• Exact Mass: 346.16276778 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.61
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5747	57.47%
Caco-2	-	0.7202	72.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9269	92.69%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.8408	84.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5596	55.96%
BSEP inhibitior	-	0.8138	81.38%
P-glycoprotein inhibitior	-	0.8910	89.10%
P-glycoprotein substrate	-	0.9418	94.18%
CYP3A4 substrate	+	0.5244	52.44%
CYP2C9 substrate	-	0.5965	59.65%
CYP2D6 substrate	-	0.8990	89.90%
CYP3A4 inhibition	-	0.9620	96.20%
CYP2C9 inhibition	-	0.7897	78.97%
CYP2C19 inhibition	-	0.8456	84.56%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	-	0.8217	82.17%
CYP2C8 inhibition	-	0.7479	74.79%
CYP inhibitory promiscuity	-	0.8802	88.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7532	75.32%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9824	98.24%
Skin irritation	-	0.7358	73.58%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.8240	82.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6806	68.06%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6245	62.45%
skin sensitisation	-	0.8249	82.49%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6853	68.53%
Acute Oral Toxicity (c)	III	0.6641	66.41%
Estrogen receptor binding	-	0.6198	61.98%
Androgen receptor binding	+	0.5292	52.92%
Thyroid receptor binding	+	0.6495	64.95%
Glucocorticoid receptor binding	-	0.4717	47.17%
Aromatase binding	+	0.5421	54.21%
PPAR gamma	-	0.5421	54.21%
Honey bee toxicity	-	0.8852	88.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9322	93.22%

Targets

Proven Targets:

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	96.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.68%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.96%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	84.24%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.97%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.28%	86.33%

Plants that contains it

• Juniperus communis

Cross-Links

• PubChem: 85417253
• LOTUS: LTS0146913
• wikiData: Q105243284