Ancistrocline

Details

• Internal ID: 494c5d15-d561-4980-9d85-88c3baeb5b6a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: 5-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-6-ol
• SMILES (Canonical): CC1CC2=C(C(=CC(=C2C(N1C)C)OC)O)C3=C4C=CC=C(C4=C(C=C3C)OC)OC
• SMILES (Isomeric): CC1CC2=C(C(=CC(=C2C(N1C)C)OC)O)C3=C4C=CC=C(C4=C(C=C3C)OC)OC
• InChI: InChI=1S/C26H31NO4/c1-14-11-21(30-6)26-17(9-8-10-20(26)29-5)23(14)25-18-12-15(2)27(4)16(3)24(18)22(31-7)13-19(25)28/h8-11,13,15-16,28H,12H2,1-7H3
• InChI Key: DJKKAJMAHBJDCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₁NO₄
• Molecular Weight: 421.50 g/mol
• Exact Mass: 421.22530847 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 82189-88-6
• C26H31NO4
• DTXSID101002537
• C26-H31-N-O4
• NSC656308
• NSC-656308
• 5-(4,5-Dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,2,3-trimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol
• 6-Isoquinolinol, 5-(4,5-dimethoxy-2-methyl-1-naphthalenyl)-1,2,3,4-tetrahydro-8-methoxy-1,2,3-trimethyl-, stereoisomer

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9383	93.83%
Caco-2	+	0.7937	79.37%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5066	50.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7361	73.61%
BSEP inhibitior	+	0.8686	86.86%
P-glycoprotein inhibitior	+	0.6759	67.59%
P-glycoprotein substrate	+	0.5324	53.24%
CYP3A4 substrate	+	0.6683	66.83%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.8078	80.78%
CYP3A4 inhibition	-	0.5715	57.15%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	-	0.6772	67.72%
CYP2D6 inhibition	+	0.5192	51.92%
CYP1A2 inhibition	-	0.5263	52.63%
CYP2C8 inhibition	-	0.5641	56.41%
CYP inhibitory promiscuity	-	0.6576	65.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5298	52.98%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8612	86.12%
Skin irritation	-	0.8060	80.60%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8870	88.70%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9203	92.03%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9023	90.23%
Acute Oral Toxicity (c)	III	0.6349	63.49%
Estrogen receptor binding	+	0.6714	67.14%
Androgen receptor binding	+	0.5370	53.70%
Thyroid receptor binding	+	0.7318	73.18%
Glucocorticoid receptor binding	+	0.7860	78.60%
Aromatase binding	+	0.5400	54.00%
PPAR gamma	+	0.5347	53.47%
Honey bee toxicity	-	0.8763	87.63%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8885	88.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.67%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.54%	91.11%
CHEMBL2535	P11166	Glucose transporter	96.48%	98.75%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL240	Q12809	HERG	96.12%	89.76%
CHEMBL1914	P06276	Butyrylcholinesterase	95.92%	95.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.37%	93.99%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	95.20%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.92%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.23%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.87%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.60%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.36%	90.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	88.02%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.12%	97.14%
CHEMBL217	P14416	Dopamine D2 receptor	86.80%	95.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.74%	97.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.71%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	85.50%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	85.33%	93.31%
CHEMBL1951	P21397	Monoamine oxidase A	85.24%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.80%	93.65%
CHEMBL2056	P21728	Dopamine D1 receptor	84.24%	91.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.96%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.85%	93.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.73%	94.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.77%	92.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.76%	91.79%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.36%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.36%	99.17%
CHEMBL2337	P48067	Glycine transporter 1	81.05%	95.45%

Plants that contains it

• Ancistrocladus korupensis
• Ancistrocladus tectorius

Cross-Links

• PubChem: 158203
• NPASS: NPC43847
• LOTUS: LTS0175436
• wikiData: Q82996735