Ancistrobertsonine D

Details

• Internal ID: f0d1bbcf-e5c8-4029-a99a-ac98444cb86a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3S)-7-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C(N1)C)OC)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)O
• SMILES (Isomeric): C[C@H]1CC2=CC(=C(C(=C2[C@H](N1)C)OC)C3=C4C=CC=C(C4=C(C=C3C)OC)OC)O
• InChI: InChI=1S/C25H29NO4/c1-13-10-20(29-5)23-17(8-7-9-19(23)28-4)21(13)24-18(27)12-16-11-14(2)26-15(3)22(16)25(24)30-6/h7-10,12,14-15,26-27H,11H2,1-6H3/t14-,15+/m0/s1
• InChI Key: RPYYNECGOSGRFR-LSDHHAIUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₉NO₄
• Molecular Weight: 407.50 g/mol
• Exact Mass: 407.20965841 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.14
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.6705	67.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5721	57.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8111	81.11%
BSEP inhibitior	+	0.9019	90.19%
P-glycoprotein inhibitior	+	0.6561	65.61%
P-glycoprotein substrate	+	0.5413	54.13%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	0.7713	77.13%
CYP2D6 substrate	+	0.7329	73.29%
CYP3A4 inhibition	-	0.6938	69.38%
CYP2C9 inhibition	-	0.5740	57.40%
CYP2C19 inhibition	-	0.5216	52.16%
CYP2D6 inhibition	+	0.5702	57.02%
CYP1A2 inhibition	-	0.6798	67.98%
CYP2C8 inhibition	+	0.6732	67.32%
CYP inhibitory promiscuity	+	0.5484	54.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5439	54.39%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8098	80.98%
Skin irritation	-	0.8319	83.19%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	+	0.6663	66.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8064	80.64%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9291	92.91%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9092	90.92%
Acute Oral Toxicity (c)	III	0.4698	46.98%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	-	0.4861	48.61%
Thyroid receptor binding	+	0.7457	74.57%
Glucocorticoid receptor binding	+	0.8945	89.45%
Aromatase binding	+	0.6219	62.19%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.8343	83.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.6835	68.35%

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	98.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.22%	95.56%
CHEMBL2535	P11166	Glucose transporter	95.55%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.21%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.78%	91.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.46%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.19%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.03%	99.15%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.19%	94.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.17%	96.21%
CHEMBL4040	P28482	MAP kinase ERK2	89.40%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.62%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.55%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.31%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	87.70%	92.98%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.58%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.19%	85.14%
CHEMBL217	P14416	Dopamine D2 receptor	85.91%	95.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.93%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.20%	89.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.04%	93.03%
CHEMBL2056	P21728	Dopamine D1 receptor	82.90%	91.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.76%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.63%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.27%	93.56%
CHEMBL4208	P20618	Proteasome component C5	81.59%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.18%	96.00%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	80.41%	89.76%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.24%	97.31%

Plants that contains it

• Ancistrocladus korupensis
• Ancistrocladus robertsoniorum

Cross-Links

• PubChem: 10476498
• NPASS: NPC141737
• LOTUS: LTS0089625
• wikiData: Q105243154