(-)3-Carboxy-1,1-dimethyl-7,8-dihydroxy-1,2,3,4-tetrahydroisoquinoline

Details

• Internal ID: 9a6ab91d-2835-4f58-8c8b-8acc5d4c43b2
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: 7,8-dihydroxy-1,1-dimethyl-3,4-dihydro-2H-isoquinoline-3-carboxylic acid
• InChI: InChI=1S/C12H15NO4/c1-12(2)9-6(3-4-8(14)10(9)15)5-7(13-12)11(16)17/h3-4,7,13-15H,5H2,1-2H3,(H,16,17)
• InChI Key: YSTJZXIGARTMCG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.25 g/mol
• Exact Mass: 237.10010796 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9127	91.27%
Caco-2	-	0.8045	80.45%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4889	48.89%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9256	92.56%
P-glycoprotein inhibitior	-	0.9876	98.76%
P-glycoprotein substrate	-	0.7524	75.24%
CYP3A4 substrate	-	0.5161	51.61%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7051	70.51%
CYP3A4 inhibition	-	0.9299	92.99%
CYP2C9 inhibition	-	0.8649	86.49%
CYP2C19 inhibition	-	0.8674	86.74%
CYP2D6 inhibition	-	0.8578	85.78%
CYP1A2 inhibition	-	0.5950	59.50%
CYP2C8 inhibition	-	0.9340	93.40%
CYP inhibitory promiscuity	-	0.8527	85.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.4925	49.25%
Skin irritation	-	0.7653	76.53%
Skin corrosion	-	0.9073	90.73%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8448	84.48%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8064	80.64%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7523	75.23%
Acute Oral Toxicity (c)	III	0.5674	56.74%
Estrogen receptor binding	-	0.7697	76.97%
Androgen receptor binding	-	0.6540	65.40%
Thyroid receptor binding	-	0.7227	72.27%
Glucocorticoid receptor binding	-	0.8174	81.74%
Aromatase binding	-	0.9070	90.70%
PPAR gamma	+	0.5346	53.46%
Honey bee toxicity	-	0.9628	96.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.3616	36.16%

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	97.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.57%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	90.09%	83.82%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL233	P35372	Mu opioid receptor	87.71%	97.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.38%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	84.79%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.46%	96.39%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.84%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.82%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.14%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.60%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	80.83%	91.19%

Plants that contains it

• Mucuna pruriens

Cross-Links

• PubChem: 129716305
• LOTUS: LTS0014860
• wikiData: Q105360663