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

Details

• Internal ID: 3a12d494-4b39-4050-9840-62a519b7f956
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: (1S,3R)-6,7-dihydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
• SMILES (Canonical): CC1C2=CC(=C(C=C2CC(N1)C(=O)O)O)O
• SMILES (Isomeric): C[C@H]1C2=CC(=C(C=C2C[C@@H](N1)C(=O)O)O)O
• InChI: InChI=1S/C11H13NO4/c1-5-7-4-10(14)9(13)3-6(7)2-8(12-5)11(15)16/h3-5,8,12-14H,2H2,1H3,(H,15,16)/t5-,8+/m0/s1
• InChI Key: DMJYNLHZLIZUQE-YLWLKBPMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.22 g/mol
• Exact Mass: 223.08445790 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): 0.76
• 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	+	0.9598	95.98%
Caco-2	-	0.8979	89.79%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4623	46.23%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9817	98.17%
BSEP inhibitior	-	0.9548	95.48%
P-glycoprotein inhibitior	-	0.9916	99.16%
P-glycoprotein substrate	-	0.7981	79.81%
CYP3A4 substrate	-	0.6186	61.86%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7051	70.51%
CYP3A4 inhibition	-	0.9595	95.95%
CYP2C9 inhibition	-	0.9293	92.93%
CYP2C19 inhibition	-	0.9366	93.66%
CYP2D6 inhibition	-	0.8666	86.66%
CYP1A2 inhibition	-	0.5441	54.41%
CYP2C8 inhibition	-	0.9498	94.98%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9954	99.54%
Eye irritation	+	0.6774	67.74%
Skin irritation	-	0.7166	71.66%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8102	81.02%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7857	78.57%
Acute Oral Toxicity (c)	III	0.5673	56.73%
Estrogen receptor binding	-	0.7945	79.45%
Androgen receptor binding	-	0.7471	74.71%
Thyroid receptor binding	-	0.6975	69.75%
Glucocorticoid receptor binding	-	0.7255	72.55%
Aromatase binding	-	0.9024	90.24%
PPAR gamma	-	0.5408	54.08%
Honey bee toxicity	-	0.9527	95.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4875	48.75%

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	96.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.96%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	87.01%	95.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.65%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.50%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	82.03%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.55%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%

Plants that contains it

• Mucuna pruriens var. utilis

Cross-Links

• PubChem: 92150033
• LOTUS: LTS0177998
• wikiData: Q104985133