(3S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)pentanoic acid

Details

• Internal ID: fffd9e7c-beeb-41f4-93d5-590396820754
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (3S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)pentanoic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)CCC(CC(=O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC[C@@H](CC(=O)O)O)O
• InChI: InChI=1S/C12H16O5/c1-17-11-6-8(3-5-10(11)14)2-4-9(13)7-12(15)16/h3,5-6,9,13-14H,2,4,7H2,1H3,(H,15,16)/t9-/m0/s1
• InChI Key: KVEWMYIEWUOFBI-VIFPVBQESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 4
• 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	+	0.8624	86.24%
Caco-2	+	0.5808	58.08%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8382	83.82%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7978	79.78%
P-glycoprotein inhibitior	-	0.9767	97.67%
P-glycoprotein substrate	-	0.7229	72.29%
CYP3A4 substrate	-	0.5326	53.26%
CYP2C9 substrate	+	0.5764	57.64%
CYP2D6 substrate	-	0.7475	74.75%
CYP3A4 inhibition	-	0.8565	85.65%
CYP2C9 inhibition	-	0.7487	74.87%
CYP2C19 inhibition	-	0.6717	67.17%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.6846	68.46%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8803	88.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7355	73.55%
Eye corrosion	-	0.9657	96.57%
Eye irritation	+	0.7680	76.80%
Skin irritation	-	0.5493	54.93%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5161	51.61%
Micronuclear	-	0.6965	69.65%
Hepatotoxicity	-	0.6839	68.39%
skin sensitisation	-	0.7456	74.56%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8585	85.85%
Acute Oral Toxicity (c)	III	0.7240	72.40%
Estrogen receptor binding	+	0.5876	58.76%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6599	65.99%
Glucocorticoid receptor binding	+	0.6211	62.11%
Aromatase binding	-	0.6321	63.21%
PPAR gamma	+	0.5713	57.13%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.7602	76.02%

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	98.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.29%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	94.84%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.87%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.02%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.40%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.24%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.65%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.41%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.28%	90.71%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.68%	100.00%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 162887362
• LOTUS: LTS0202120
• wikiData: Q105146487