Korundamine A

Details

• Internal ID: 401e65f6-5615-415a-a6d7-905a4c14c524
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Naphthylisoquinolines
• IUPAC Name: (1R,3R)-5-[4-hydroxy-3-[1-hydroxy-4-[(3R)-6-hydroxy-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-7-yl]-8-methoxy-6-methylnaphthalen-2-yl]-5-methoxy-7-methylnaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol
• SMILES (Canonical): CC1CC2=C(C(=CC(=C2C(N1)C)O)O)C3=CC(=C(C4=C3C=C(C=C4OC)C)O)C5=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C(C=C8CC(N=C(C8=C7OC)C)C)O)O
• SMILES (Isomeric): C[C@@H]1CC2=C(C(=CC(=C2[C@H](N1)C)O)O)C3=CC(=C(C4=C3C=C(C=C4OC)C)O)C5=C(C6=C(C=C(C=C6OC)C)C(=C5)C7=C(C=C8C[C@H](N=C(C8=C7OC)C)C)O)O
• InChI: InChI=1S/C47H48N2O8/c1-20-10-27-29(41-33-15-23(4)49-25(6)40(33)35(51)19-36(41)52)17-31(45(53)43(27)37(12-20)55-7)32-18-30(28-11-21(2)13-38(56-8)44(28)46(32)54)42-34(50)16-26-14-22(3)48-24(5)39(26)47(42)57-9/h10-13,16-19,22-23,25,49-54H,14-15H2,1-9H3/t22-,23-,25-/m1/s1
• InChI Key: NYSXYPCUWVSERK-VDKIKQQVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₄₈N₂O₈
• Molecular Weight: 768.90 g/mol
• Exact Mass: 768.34106649 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 9.51
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• CHEMBL47582
• (1R,3R)-5-[1,1'-Dihydroxy-4'-((R)-6-hydroxy-8-methoxy-1,3-dimethyl-3,4-dihydro-isoquinolin-7-yl)-8,8'-dimethoxy-6,6'-dimethyl-[2,2']binaphthalenyl-4-yl]-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline-6,8-
• (1R,3R)-5-[4-hydroxy-3-[1-hydroxy-4-[(3R)-6-hydroxy-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-7-yl]-8-methoxy-6-methyl-2-naphthyl]-5-methoxy-7-methyl-1-naphthyl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol
• (1R,3R)-5-[4-hydroxy-3-[1-hydroxy-4-[(3R)-6-hydroxy-8-methoxy-1,3-dimethyl-3,4-dihydroisoquinolin-7-yl]-8-methoxy-6-methylnaphthalen-2-yl]-5-methoxy-7-methylnaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9269	92.69%
Caco-2	-	0.8333	83.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5656	56.56%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8361	83.61%
BSEP inhibitior	+	0.9805	98.05%
P-glycoprotein inhibitior	+	0.7848	78.48%
P-glycoprotein substrate	+	0.6418	64.18%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	+	0.4061	40.61%
CYP3A4 inhibition	-	0.5536	55.36%
CYP2C9 inhibition	-	0.6557	65.57%
CYP2C19 inhibition	-	0.5273	52.73%
CYP2D6 inhibition	-	0.5552	55.52%
CYP1A2 inhibition	-	0.6940	69.40%
CYP2C8 inhibition	+	0.7718	77.18%
CYP inhibitory promiscuity	+	0.5241	52.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5673	56.73%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.8159	81.59%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9095	90.95%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8897	88.97%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9014	90.14%
Acute Oral Toxicity (c)	III	0.5425	54.25%
Estrogen receptor binding	+	0.8277	82.77%
Androgen receptor binding	+	0.5807	58.07%
Thyroid receptor binding	+	0.6383	63.83%
Glucocorticoid receptor binding	+	0.6979	69.79%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.7016	70.16%
Honey bee toxicity	-	0.7561	75.61%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.3770	37.70%

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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.60%	96.21%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.09%	91.79%
CHEMBL213	P08588	Beta-1 adrenergic receptor	95.89%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	95.83%	95.12%
CHEMBL261	P00915	Carbonic anhydrase I	95.65%	96.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.11%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.11%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	92.94%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.66%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.95%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.65%	89.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.40%	97.31%
CHEMBL2535	P11166	Glucose transporter	88.12%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	87.83%	91.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.88%	97.53%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.81%	99.15%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.97%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.19%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	84.40%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.27%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.85%	93.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.69%	93.40%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.84%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.66%	91.71%
CHEMBL4208	P20618	Proteasome component C5	81.60%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.45%	97.09%

Plants that contains it

• Ancistrocladus korupensis

Cross-Links

• PubChem: 479267
• LOTUS: LTS0210005
• wikiData: Q105187670