Tehaunine

Details

• Internal ID: b37c2b51-29d5-401c-8fbc-b81a774d88b3
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: 5,6,7-trimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline
• SMILES (Canonical): CN1CCC2=C(C(=C(C=C2C1)OC)OC)OC
• SMILES (Isomeric): CN1CCC2=C(C(=C(C=C2C1)OC)OC)OC
• InChI: InChI=1S/C13H19NO3/c1-14-6-5-10-9(8-14)7-11(15-2)13(17-4)12(10)16-3/h7H,5-6,8H2,1-4H3
• InChI Key: TUWJYOOVMLZJGJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29 g/mol
• Exact Mass: 237.13649347 g/mol
• Topological Polar Surface Area (TPSA): 30.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 30147-93-4
• Tehaunin
• DTXSID00184238
• AKOS022191647
• Isoquinoline, 1,2,3,4-tetrahydro-5,6,7-trimethoxy-2-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.9512	95.12%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4881	48.81%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9130	91.30%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.6641	66.41%
CYP3A4 substrate	-	0.5177	51.77%
CYP2C9 substrate	+	0.7753	77.53%
CYP2D6 substrate	+	0.8760	87.60%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.9606	96.06%
CYP2C19 inhibition	-	0.9589	95.89%
CYP2D6 inhibition	-	0.5478	54.78%
CYP1A2 inhibition	-	0.5480	54.80%
CYP2C8 inhibition	-	0.9133	91.33%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6576	65.76%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.6589	65.89%
Skin irritation	-	0.7457	74.57%
Skin corrosion	-	0.9142	91.42%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4146	41.46%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6284	62.84%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7377	73.77%
Acute Oral Toxicity (c)	III	0.4850	48.50%
Estrogen receptor binding	-	0.8729	87.29%
Androgen receptor binding	-	0.6163	61.63%
Thyroid receptor binding	-	0.5821	58.21%
Glucocorticoid receptor binding	-	0.6970	69.70%
Aromatase binding	-	0.8414	84.14%
PPAR gamma	-	0.8545	85.45%
Honey bee toxicity	-	0.9152	91.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.7361	73.61%

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	97.10%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.71%	93.40%
CHEMBL5747	Q92793	CREB-binding protein	94.42%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	93.07%	91.00%
CHEMBL4208	P20618	Proteasome component C5	91.13%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.51%	93.99%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.90%	82.38%
CHEMBL2535	P11166	Glucose transporter	86.75%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.74%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.65%	95.56%
CHEMBL1871	P10275	Androgen Receptor	84.41%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.29%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.13%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.17%	93.65%

Plants that contains it

• Pachycereus weberi

Cross-Links

• PubChem: 181981
• LOTUS: LTS0230411
• wikiData: Q83055135