3-[(3S)-3,4-dihydroxy-3-methylbut-1-ynyl]-4-hydroxybenzaldehyde

Details

• Internal ID: a6831d77-a7f3-4539-89fd-23e29a6f5d93
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzaldehydes > Hydroxybenzaldehydes
• IUPAC Name: 3-[(3S)-3,4-dihydroxy-3-methylbut-1-ynyl]-4-hydroxybenzaldehyde
• SMILES (Canonical): CC(CO)(C#CC1=C(C=CC(=C1)C=O)O)O
• SMILES (Isomeric): C[C@@](CO)(C#CC1=C(C=CC(=C1)C=O)O)O
• InChI: InChI=1S/C12H12O4/c1-12(16,8-14)5-4-10-6-9(7-13)2-3-11(10)15/h2-3,6-7,14-16H,8H2,1H3/t12-/m0/s1
• InChI Key: QFKVAXBRPVHISI-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	-	0.6102	61.02%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8742	87.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9227	92.27%
P-glycoprotein inhibitior	-	0.9823	98.23%
P-glycoprotein substrate	-	0.8970	89.70%
CYP3A4 substrate	-	0.6118	61.18%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8110	81.10%
CYP3A4 inhibition	-	0.5935	59.35%
CYP2C9 inhibition	-	0.9097	90.97%
CYP2C19 inhibition	-	0.9098	90.98%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.6299	62.99%
CYP2C8 inhibition	-	0.6470	64.70%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9643	96.43%
Eye irritation	+	0.6294	62.94%
Skin irritation	-	0.6226	62.26%
Skin corrosion	-	0.8559	85.59%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8481	84.81%
Micronuclear	-	0.6227	62.27%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.6481	64.81%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6484	64.84%
Acute Oral Toxicity (c)	III	0.6634	66.34%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6373	63.73%
Thyroid receptor binding	-	0.5063	50.63%
Glucocorticoid receptor binding	+	0.7369	73.69%
Aromatase binding	-	0.5238	52.38%
PPAR gamma	-	0.5250	52.50%
Honey bee toxicity	-	0.9545	95.45%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8026	80.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.56%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.31%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.52%	98.11%
CHEMBL3194	P02766	Transthyretin	85.87%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.46%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.34%	96.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.64%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.43%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.86%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163020928
• LOTUS: LTS0065315
• wikiData: Q105219625