Ulugbekic acid

Details

• Internal ID: 63f1f2e3-56b9-42fe-99ee-ae0f8a303e9b
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (Z)-4-(3,4-dihydroxyphenyl)-2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]but-2-enoic acid
• SMILES (Canonical): C1=CC(=C(C=C1CC=C(C=CC2=CC(=C(C=C2)O)O)C(=O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C/C=C(/C=C/C2=CC(=C(C=C2)O)O)\C(=O)O)O)O
• InChI: InChI=1S/C18H16O6/c19-14-7-3-11(9-16(14)21)1-5-13(18(23)24)6-2-12-4-8-15(20)17(22)10-12/h1,3-10,19-22H,2H2,(H,23,24)/b5-1+,13-6-
• InChI Key: SPTDWMUCTKUJRO-GBEJEUBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 62070-47-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9486	94.86%
Caco-2	-	0.8040	80.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8152	81.52%
OATP2B1 inhibitior	-	0.5638	56.38%
OATP1B1 inhibitior	+	0.9318	93.18%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8113	81.13%
P-glycoprotein inhibitior	-	0.8262	82.62%
P-glycoprotein substrate	-	0.9383	93.83%
CYP3A4 substrate	-	0.6534	65.34%
CYP2C9 substrate	-	0.7773	77.73%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7834	78.34%
CYP2C9 inhibition	+	0.6159	61.59%
CYP2C19 inhibition	-	0.7334	73.34%
CYP2D6 inhibition	-	0.8082	80.82%
CYP1A2 inhibition	+	0.5433	54.33%
CYP2C8 inhibition	+	0.5923	59.23%
CYP inhibitory promiscuity	+	0.6565	65.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.6962	69.62%
Skin irritation	-	0.5508	55.08%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4732	47.32%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.7548	75.48%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7419	74.19%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9088	90.88%
Acute Oral Toxicity (c)	III	0.5222	52.22%
Estrogen receptor binding	+	0.8463	84.63%
Androgen receptor binding	+	0.7755	77.55%
Thyroid receptor binding	+	0.5778	57.78%
Glucocorticoid receptor binding	+	0.7618	76.18%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.8976	89.76%
Honey bee toxicity	-	0.8765	87.65%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.62%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL3194	P02766	Transthyretin	94.64%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.59%	90.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.19%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.75%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.71%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.50%	95.50%
CHEMBL4208	P20618	Proteasome component C5	87.39%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.05%	90.17%
CHEMBL2581	P07339	Cathepsin D	86.19%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.11%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.47%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.84%	94.45%

Plants that contains it

• Eupatorium lindleyanum

Cross-Links

• PubChem: 101967040
• NPASS: NPC264057