Catharine

Details

• Internal ID: 76e7a390-7ff4-4a47-8681-e4f1e4bd139d
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(2S,6Z)-6-ethyl-8-formyl-2-methoxycarbonyl-4-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),6,12,14,16-pentaen-2-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
• SMILES (Canonical): CCC1=CN(CCC2=C(C(CC(=O)C1)(C3=C(C=C4C(=C3)C56CCN7C5C(C=CC7)(C(C(C6N4C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC8=CC=CC=C28)C=O
• SMILES (Isomeric): CC/C/1=C/N(CCC2=C([C@](CC(=O)C1)(C3=C(C=C4C(=C3)[C@]56CCN7[C@H]5[C@@](C=CC7)([C@H]([C@@]([C@@H]6N4C)(C(=O)OC)O)OC(=O)C)CC)OC)C(=O)OC)NC8=CC=CC=C28)C=O
• InChI: InChI=1S/C46H54N4O10/c1-8-28-21-29(53)24-45(41(54)58-6,37-31(15-19-49(25-28)26-51)30-13-10-11-14-34(30)47-37)33-22-32-35(23-36(33)57-5)48(4)39-44(32)17-20-50-18-12-16-43(9-2,38(44)50)40(60-27(3)52)46(39,56)42(55)59-7/h10-14,16,22-23,25-26,38-40,47,56H,8-9,15,17-21,24H2,1-7H3/b28-25-/t38-,39+,40+,43+,44+,45-,46-/m0/s1
• InChI Key: KLFYPJRLOIHTCM-CIJHUGPSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₄N₄O₁₀
• Molecular Weight: 822.90 g/mol
• Exact Mass: 822.38399393 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• C09129
• 1355-31-3
• CHEBI:3470
• DTXSID801098030
• Q27106095
• Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(9S)-3-formyl-5-ethyl-1,2,3,6,7,8,9,10-octahydro-9-(methoxycarbonyl)azacycloundecino[5,4-b]indol-9-yl]-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12R,19alpha)-
• methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(2S,6Z)-6-ethyl-8-formyl-2-methoxycarbonyl-4-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),6,12,14,16-pentaen-2-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9122	91.22%
Caco-2	-	0.7540	75.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.7682	76.82%
OATP2B1 inhibitior	-	0.7633	76.33%
OATP1B1 inhibitior	+	0.8292	82.92%
OATP1B3 inhibitior	+	0.9023	90.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8315	83.15%
P-glycoprotein substrate	+	0.9053	90.53%
CYP3A4 substrate	+	0.7709	77.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7750	77.50%
CYP3A4 inhibition	-	0.8071	80.71%
CYP2C9 inhibition	-	0.8453	84.53%
CYP2C19 inhibition	-	0.8687	86.87%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	-	0.8640	86.40%
CYP2C8 inhibition	-	0.6124	61.24%
CYP inhibitory promiscuity	-	0.7251	72.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5189	51.89%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.7760	77.60%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7360	73.60%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6965	69.65%
Acute Oral Toxicity (c)	III	0.6523	65.23%
Estrogen receptor binding	+	0.8524	85.24%
Androgen receptor binding	+	0.8002	80.02%
Thyroid receptor binding	+	0.7403	74.03%
Glucocorticoid receptor binding	+	0.8507	85.07%
Aromatase binding	+	0.5540	55.40%
PPAR gamma	+	0.8196	81.96%
Honey bee toxicity	-	0.6919	69.19%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	99.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.39%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.36%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.54%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	93.10%	95.62%
CHEMBL4208	P20618	Proteasome component C5	92.82%	90.00%
CHEMBL2535	P11166	Glucose transporter	92.40%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.24%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	89.92%	92.98%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.27%	92.62%
CHEMBL5028	O14672	ADAM10	88.94%	97.50%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.25%	90.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.03%	94.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.72%	97.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.72%	92.12%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.37%	89.50%
CHEMBL5747	Q92793	CREB-binding protein	85.29%	95.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.70%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	84.68%	98.59%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.44%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.81%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.79%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.78%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.74%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.74%	92.94%

Plants that contains it

• Catharanthus lanceus
• Catharanthus roseus

Cross-Links

• PubChem: 11953924
• LOTUS: LTS0092203
• wikiData: Q27106095