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(19S)-19-(2-hydroxyethyl)-19-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 830ef357-2daf-4f95-9617-07484ed7fe15
Taxonomy Alkaloids and derivatives > Camptothecins
IUPAC Name (19S)-19-(2-hydroxyethyl)-19-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
SMILES (Canonical) C1C2=CC3=CC=CC=C3N=C2C4=CC5=C(COC(=O)C5(CCO)OC6C(C(C(C(O6)CO)O)O)O)C(=O)N41
SMILES (Isomeric) C1C2=CC3=CC=CC=C3N=C2C4=CC5=C(COC(=O)[C@@]5(CCO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C(=O)N41
InChI InChI=1S/C26H26N2O10/c29-6-5-26(38-24-22(33)21(32)20(31)18(10-30)37-24)15-8-17-19-13(7-12-3-1-2-4-16(12)27-19)9-28(17)23(34)14(15)11-36-25(26)35/h1-4,7-8,18,20-22,24,29-33H,5-6,9-11H2/t18-,20-,21+,22-,24+,26+/m1/s1
InChI Key DMJSWTZCWLJTQF-FATQUBODSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H26N2O10
Molecular Weight 526.50 g/mol
Exact Mass 526.15874503 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.12
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (19S)-19-(2-hydroxyethyl)-19-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5064 50.64%
Caco-2 - 0.9185 91.85%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.3618 36.18%
OATP2B1 inhibitior - 0.8494 84.94%
OATP1B1 inhibitior + 0.8864 88.64%
OATP1B3 inhibitior + 0.9354 93.54%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9314 93.14%
P-glycoprotein inhibitior + 0.5826 58.26%
P-glycoprotein substrate - 0.7910 79.10%
CYP3A4 substrate + 0.6907 69.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8633 86.33%
CYP3A4 inhibition + 0.5997 59.97%
CYP2C9 inhibition - 0.8253 82.53%
CYP2C19 inhibition - 0.8687 86.87%
CYP2D6 inhibition - 0.8218 82.18%
CYP1A2 inhibition + 0.5616 56.16%
CYP2C8 inhibition + 0.5913 59.13%
CYP inhibitory promiscuity - 0.6396 63.96%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5815 58.15%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9669 96.69%
Skin irritation - 0.7931 79.31%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5757 57.57%
Micronuclear + 0.8800 88.00%
Hepatotoxicity - 0.5050 50.50%
skin sensitisation - 0.8836 88.36%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6547 65.47%
Acute Oral Toxicity (c) III 0.5168 51.68%
Estrogen receptor binding + 0.8574 85.74%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding + 0.5186 51.86%
Glucocorticoid receptor binding + 0.6222 62.22%
Aromatase binding + 0.7015 70.15%
PPAR gamma + 0.7258 72.58%
Honey bee toxicity - 0.7621 76.21%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity - 0.4912 49.12%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.34% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 96.51% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.11% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.10% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.10% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.63% 96.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 93.56% 95.83%
CHEMBL1781 P11387 DNA topoisomerase I 93.51% 97.00%
CHEMBL2581 P07339 Cathepsin D 90.56% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.70% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.32% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.57% 97.36%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 87.42% 83.57%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.35% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.44% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.48% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.24% 91.49%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.19% 96.67%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.36% 98.00%
CHEMBL2535 P11166 Glucose transporter 81.31% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.27% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.21% 92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Camptotheca acuminata

Cross-Links

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PubChem 163102230
LOTUS LTS0060265
wikiData Q104985117