2-[(2S)-3-[(E)-2-[3,5-dihydroxy-4-[(E)-3-methylbut-1-enyl]phenyl]ethenyl]-5-oxo-2H-furan-2-yl]acetic acid

Details

• Internal ID: ac16f310-3f67-48e7-acfd-7ded7886c234
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 2-[(2S)-3-[(E)-2-[3,5-dihydroxy-4-[(E)-3-methylbut-1-enyl]phenyl]ethenyl]-5-oxo-2H-furan-2-yl]acetic acid
• SMILES (Canonical): CC(C)C=CC1=C(C=C(C=C1O)C=CC2=CC(=O)OC2CC(=O)O)O
• SMILES (Isomeric): CC(C)/C=C/C1=C(C=C(C=C1O)/C=C/C2=CC(=O)O[C@H]2CC(=O)O)O
• InChI: InChI=1S/C19H20O6/c1-11(2)3-6-14-15(20)7-12(8-16(14)21)4-5-13-9-19(24)25-17(13)10-18(22)23/h3-9,11,17,20-21H,10H2,1-2H3,(H,22,23)/b5-4+,6-3+/t17-/m0/s1
• InChI Key: CFGAXJGTRRBMTC-OYVZAROOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9681	96.81%
Caco-2	-	0.6487	64.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7143	71.43%
P-glycoprotein inhibitior	-	0.6854	68.54%
P-glycoprotein substrate	-	0.7756	77.56%
CYP3A4 substrate	-	0.5522	55.22%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.7110	71.10%
CYP2C9 inhibition	+	0.6484	64.84%
CYP2C19 inhibition	+	0.5564	55.64%
CYP2D6 inhibition	-	0.8827	88.27%
CYP1A2 inhibition	-	0.5582	55.82%
CYP2C8 inhibition	-	0.8255	82.55%
CYP inhibitory promiscuity	+	0.5706	57.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8564	85.64%
Carcinogenicity (trinary)	Non-required	0.5467	54.67%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.5782	57.82%
Skin irritation	-	0.6723	67.23%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6318	63.18%
Hepatotoxicity	+	0.5525	55.25%
skin sensitisation	+	0.5386	53.86%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8256	82.56%
Acute Oral Toxicity (c)	III	0.5311	53.11%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.7573	75.73%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.7271	72.71%
Aromatase binding	+	0.7541	75.41%
PPAR gamma	+	0.7578	75.78%
Honey bee toxicity	-	0.9211	92.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9681	96.81%

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	97.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.36%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.47%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.35%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.17%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.05%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.80%	90.71%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.45%	80.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.82%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.02%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190110
• LOTUS: LTS0071734
• wikiData: Q104956497