cylindol A

Details

• Internal ID: 5a8e21a4-614a-4704-9f6c-f44bbcbdd275
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylethers
• IUPAC Name: methyl 4-hydroxy-3-(2-hydroxy-5-methoxycarbonylphenoxy)benzoate
• SMILES (Canonical): COC(=O)C1=CC(=C(C=C1)O)OC2=C(C=CC(=C2)C(=O)OC)O
• SMILES (Isomeric): COC(=O)C1=CC(=C(C=C1)O)OC2=C(C=CC(=C2)C(=O)OC)O
• InChI: InChI=1S/C16H14O7/c1-21-15(19)9-3-5-11(17)13(7-9)23-14-8-10(16(20)22-2)4-6-12(14)18/h3-8,17-18H,1-2H3
• InChI Key: OEYSNLOOZVNLRA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:65709
• dimethyl 3,3'-oxybis(4-hydroxybenzoate)
• methyl 4-hydroxy-3-(2-hydroxy-5-methoxycarbonylphenoxy)benzoate
• CHEMBL471083
• Q27134193

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9631	96.31%
Caco-2	+	0.6056	60.56%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9052	90.52%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.8058	80.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7970	79.70%
P-glycoprotein inhibitior	-	0.5969	59.69%
P-glycoprotein substrate	-	0.9629	96.29%
CYP3A4 substrate	-	0.6474	64.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8178	81.78%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.5416	54.16%
CYP2C19 inhibition	-	0.6666	66.66%
CYP2D6 inhibition	-	0.8600	86.00%
CYP1A2 inhibition	-	0.5311	53.11%
CYP2C8 inhibition	+	0.5897	58.97%
CYP inhibitory promiscuity	-	0.7942	79.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7045	70.45%
Carcinogenicity (trinary)	Non-required	0.6555	65.55%
Eye corrosion	-	0.9700	97.00%
Eye irritation	+	0.8721	87.21%
Skin irritation	-	0.7329	73.29%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7425	74.25%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5178	51.78%
skin sensitisation	-	0.9423	94.23%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5604	56.04%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.7526	75.26%
Androgen receptor binding	-	0.5446	54.46%
Thyroid receptor binding	+	0.5189	51.89%
Glucocorticoid receptor binding	+	0.6628	66.28%
Aromatase binding	-	0.6603	66.03%
PPAR gamma	-	0.4916	49.16%
Honey bee toxicity	-	0.9697	96.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7766	77.66%
Fish aquatic toxicity	+	0.9875	98.75%

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	94.73%	91.11%
CHEMBL4208	P20618	Proteasome component C5	92.17%	90.00%
CHEMBL3194	P02766	Transthyretin	91.48%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.30%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.46%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.07%	91.49%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.83%	100.00%

Plants that contains it

• Imperata cylindrica

Cross-Links

• PubChem: 10425993
• LOTUS: LTS0058199
• wikiData: Q27134193