(S)-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Details

• Internal ID: 6d2e1038-24ba-4a31-8cd5-45daae033d85
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: (3S)-6,7-dihydroxy-1,1-dimethyl-3,4-dihydro-2H-isoquinoline-3-carboxylic acid
• SMILES (Canonical): CC1(C2=CC(=C(C=C2CC(N1)C(=O)O)O)O)C
• SMILES (Isomeric): CC1(C2=CC(=C(C=C2C[C@H](N1)C(=O)O)O)O)C
• InChI: InChI=1S/C12H15NO4/c1-12(2)7-5-10(15)9(14)4-6(7)3-8(13-12)11(16)17/h4-5,8,13-15H,3H2,1-2H3,(H,16,17)/t8-/m0/s1
• InChI Key: FFRYJJHJNRQBMO-QMMMGPOBSA-N
• Popularity: 0 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

• 796881-85-1
• (3S)-6,7-dihydroxy-1,1-dimethyl-3,4-dihydro-2H-isoquinoline-3-carboxylic acid
• SCHEMBL17601713

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9656	96.56%
Caco-2	-	0.7487	74.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5239	52.39%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8730	87.30%
P-glycoprotein inhibitior	-	0.9858	98.58%
P-glycoprotein substrate	-	0.8808	88.08%
CYP3A4 substrate	-	0.5524	55.24%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7051	70.51%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.8849	88.49%
CYP2C19 inhibition	-	0.8841	88.41%
CYP2D6 inhibition	-	0.8664	86.64%
CYP1A2 inhibition	-	0.5439	54.39%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	-	0.8994	89.94%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6744	67.44%
Eye corrosion	-	0.9951	99.51%
Eye irritation	+	0.6984	69.84%
Skin irritation	-	0.7459	74.59%
Skin corrosion	-	0.9047	90.47%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8004	80.04%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.8010	80.10%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7864	78.64%
Acute Oral Toxicity (c)	III	0.5209	52.09%
Estrogen receptor binding	-	0.6928	69.28%
Androgen receptor binding	-	0.7007	70.07%
Thyroid receptor binding	-	0.6956	69.56%
Glucocorticoid receptor binding	-	0.6996	69.96%
Aromatase binding	-	0.8622	86.22%
PPAR gamma	-	0.5121	51.21%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7021	70.21%

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	97.41%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.79%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.58%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.86%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.29%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	84.48%	95.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.36%	94.62%

Plants that contains it

• Mucuna pruriens

Cross-Links

• PubChem: 13406893
• LOTUS: LTS0047020
• wikiData: Q104994635