Ancistrotanzanine C

Details

• Internal ID: 087f09ca-1fad-4a64-b747-4657925595e9
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3S)-7-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)-8-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-6-ol
• SMILES (Canonical): CC1CC2=CC(=C(C(=C2C(N1C)C)OC)C3=C(C4=C(C=CC=C4OC)C=C3C)O)O
• SMILES (Isomeric): C[C@H]1CC2=CC(=C(C(=C2[C@H](N1C)C)OC)C3=C(C4=C(C=CC=C4OC)C=C3C)O)O
• InChI: InChI=1S/C25H29NO4/c1-13-10-16-8-7-9-19(29-5)22(16)24(28)20(13)23-18(27)12-17-11-14(2)26(4)15(3)21(17)25(23)30-6/h7-10,12,14-15,27-28H,11H2,1-6H3/t14-,15+/m0/s1
• InChI Key: UKOYLRKCEGOLOJ-LSDHHAIUSA-N
• Popularity: 2 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): 62.20 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 692755-31-0
• (1R,3S)-7-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)-8-methoxy-1,2,3-trimethyl-3,4-dihydro-1H-isoquinolin-6-ol
• CHEMBL465753
• DTXSID40988994
• 6-Isoquinolinol, 1,2,3,4-tetrahydro-7-(1-hydroxy-8-methoxy-3-methyl-2-naphthalenyl)-8-methoxy-1,2,3-trimethyl-, (1R,3S,7R)-
• 7-(1-Hydroxy-8-methoxy-3-methylnaphthalen-2-yl)-8-methoxy-1,2,3-trimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9075	90.75%
Caco-2	+	0.7199	71.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5158	51.58%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8111	81.11%
BSEP inhibitior	+	0.9434	94.34%
P-glycoprotein inhibitior	+	0.7552	75.52%
P-glycoprotein substrate	-	0.5896	58.96%
CYP3A4 substrate	+	0.6466	64.66%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.8078	80.78%
CYP3A4 inhibition	-	0.6881	68.81%
CYP2C9 inhibition	-	0.7770	77.70%
CYP2C19 inhibition	-	0.6447	64.47%
CYP2D6 inhibition	+	0.5827	58.27%
CYP1A2 inhibition	+	0.5224	52.24%
CYP2C8 inhibition	+	0.4924	49.24%
CYP inhibitory promiscuity	-	0.5982	59.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5246	52.46%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.7975	79.75%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.5863	58.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8845	88.45%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5969	59.69%
skin sensitisation	-	0.9170	91.70%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9223	92.23%
Acute Oral Toxicity (c)	III	0.6139	61.39%
Estrogen receptor binding	+	0.8320	83.20%
Androgen receptor binding	-	0.4915	49.15%
Thyroid receptor binding	+	0.7431	74.31%
Glucocorticoid receptor binding	+	0.8180	81.80%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.6950	69.50%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8947	89.47%

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	95.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.26%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.01%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.94%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.76%	89.62%
CHEMBL2535	P11166	Glucose transporter	92.71%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.66%	93.99%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.55%	93.56%
CHEMBL2056	P21728	Dopamine D1 receptor	89.29%	91.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.73%	95.34%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	87.37%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	87.22%	95.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.01%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.78%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.72%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	84.22%	94.45%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.73%	97.31%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.60%	91.79%
CHEMBL4208	P20618	Proteasome component C5	83.39%	90.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.25%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.03%	96.39%

Plants that contains it

• Ancistrocladus heyneanus
• Ancistrocladus tanzaniensis

Cross-Links

• PubChem: 11350305
• LOTUS: LTS0064732
• wikiData: Q82977779