Sydowic acid, (+)-

Details

• Internal ID: 3defb80b-203a-4bda-a2ec-5851a318d02d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 3-hydroxy-4-[(2R)-2,6,6-trimethyloxan-2-yl]benzoic acid
• InChI: InChI=1S/C15H20O4/c1-14(2)7-4-8-15(3,19-14)11-6-5-10(13(17)18)9-12(11)16/h5-6,9,16H,4,7-8H2,1-3H3,(H,17,18)/t15-/m1/s1
• InChI Key: PPKSRWBBMMEDGG-OAHLLOKOSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• Sydowic acid, (R)-
• 8UAK634V59
• (R)-(+)-sydowic acid
• UNII-8UAK634V59
• 120442-16-2
• 3-Hydroxy-4-((2R)-tetrahydro-2,6,6-trimethyl-2H-pyran-2-yl)benzoic acid
• Benzoic acid, 3-hydroxy-4-((2R)-tetrahydro-2,6,6-trimethyl-2H-pyran-2-yl)-
• Benzoic acid, 3-hydroxy-4-(tetrahydro-2,6,6-trimethyl-2H-pyran-2-yl)-, (R)-
• R)-(+)-sydowic acid
• CHEMBL4519267

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9561	95.61%
Caco-2	+	0.5799	57.99%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9000	90.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9152	91.52%
P-glycoprotein inhibitior	-	0.9558	95.58%
P-glycoprotein substrate	-	0.9033	90.33%
CYP3A4 substrate	-	0.5758	57.58%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.7848	78.48%
CYP2C9 inhibition	-	0.5262	52.62%
CYP2C19 inhibition	-	0.7313	73.13%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.5721	57.21%
CYP2C8 inhibition	+	0.4679	46.79%
CYP inhibitory promiscuity	-	0.8376	83.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8911	89.11%
Carcinogenicity (trinary)	Non-required	0.6883	68.83%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.6959	69.59%
Skin irritation	-	0.6770	67.70%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7735	77.35%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	-	0.8551	85.51%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.5298	52.98%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	-	0.5625	56.25%
Thyroid receptor binding	+	0.6248	62.48%
Glucocorticoid receptor binding	+	0.6407	64.07%
Aromatase binding	+	0.7815	78.15%
PPAR gamma	+	0.6469	64.69%
Honey bee toxicity	-	0.9742	97.42%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9819	98.19%

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	97.23%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.74%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.24%	93.99%
CHEMBL3194	P02766	Transthyretin	87.90%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.90%	94.42%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.31%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.77%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.36%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11737144
• LOTUS: LTS0139716
• wikiData: Q105212941