Gentrymine B

Details

• Internal ID: d991e627-4a00-475f-8d08-3f52f4f3cd02
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: (1S,3S)-6-methoxy-1,2,2,3-tetramethyl-3,4-dihydro-1H-isoquinolin-2-ium-8-ol
• SMILES (Canonical): CC1CC2=C(C([N+]1(C)C)C)C(=CC(=C2)OC)O
• SMILES (Isomeric): C[C@H]1CC2=C([C@@H]([N+]1(C)C)C)C(=CC(=C2)OC)O
• InChI: InChI=1S/C14H21NO2/c1-9-6-11-7-12(17-5)8-13(16)14(11)10(2)15(9,3)4/h7-10H,6H2,1-5H3/p+1/t9-,10-/m0/s1
• InChI Key: AZAIYNWEFAQYGL-UWVGGRQHSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂NO₂+
• Molecular Weight: 236.33 g/mol
• Exact Mass: 236.165053945 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• NSC692897
• NSC-692897

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8350	83.50%
Caco-2	+	0.8361	83.61%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4743	47.43%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9397	93.97%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9091	90.91%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	-	0.5407	54.07%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	+	0.4613	46.13%
CYP3A4 inhibition	-	0.8678	86.78%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.7689	76.89%
CYP2D6 inhibition	-	0.5314	53.14%
CYP1A2 inhibition	-	0.5402	54.02%
CYP2C8 inhibition	-	0.8179	81.79%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5685	56.85%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.5623	56.23%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.8916	89.16%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4117	41.17%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7320	73.20%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8152	81.52%
Acute Oral Toxicity (c)	III	0.5739	57.39%
Estrogen receptor binding	-	0.6777	67.77%
Androgen receptor binding	-	0.6056	60.56%
Thyroid receptor binding	+	0.5299	52.99%
Glucocorticoid receptor binding	-	0.6772	67.72%
Aromatase binding	-	0.7192	71.92%
PPAR gamma	-	0.5602	56.02%
Honey bee toxicity	-	0.8740	87.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.6562	65.62%

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	96.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.54%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.98%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.32%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.05%	92.68%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.85%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.89%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.77%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.60%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.16%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.85%	91.03%
CHEMBL2535	P11166	Glucose transporter	82.59%	98.75%
CHEMBL2581	P07339	Cathepsin D	82.33%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.14%	93.40%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.01%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 392420
• LOTUS: LTS0230566
• wikiData: Q104921550