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[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(19S)-19-acetyloxy-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-8-yl]oxy]oxan-2-yl]methyl acetate

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 9d6218c7-354c-4659-9543-c9fdbdbeec34
Taxonomy Alkaloids and derivatives > Camptothecins
IUPAC Name [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(19S)-19-acetyloxy-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-8-yl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical) CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC=C5OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)N=C4C3=C2)OC(=O)C
SMILES (Isomeric) CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC=C5O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)N=C4C3=C2)OC(=O)C
InChI InChI=1S/C36H36N2O15/c1-7-36(53-20(6)43)24-12-26-29-21(13-38(26)33(44)23(24)14-47-35(36)45)11-22-25(37-29)9-8-10-27(22)51-34-32(50-19(5)42)31(49-18(4)41)30(48-17(3)40)28(52-34)15-46-16(2)39/h8-12,28,30-32,34H,7,13-15H2,1-6H3/t28-,30-,31+,32-,34-,36+/m1/s1
InChI Key PTFWVXMQJAPDPA-UPCIXNIPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36N2O15
Molecular Weight 736.70 g/mol
Exact Mass 736.21156845 g/mol
Topological Polar Surface Area (TPSA) 210.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.11
H-Bond Acceptor 17
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(19S)-19-acetyloxy-19-ethyl-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-8-yl]oxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9481 94.81%
Caco-2 - 0.8438 84.38%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Lysosomes 0.6230 62.30%
OATP2B1 inhibitior + 0.5784 57.84%
OATP1B1 inhibitior + 0.8730 87.30%
OATP1B3 inhibitior + 0.9229 92.29%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9884 98.84%
P-glycoprotein inhibitior + 0.8460 84.60%
P-glycoprotein substrate - 0.5269 52.69%
CYP3A4 substrate + 0.7247 72.47%
CYP2C9 substrate - 0.7950 79.50%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition + 0.7788 77.88%
CYP2C9 inhibition - 0.5348 53.48%
CYP2C19 inhibition + 0.5663 56.63%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition + 0.5653 56.53%
CYP2C8 inhibition + 0.6657 66.57%
CYP inhibitory promiscuity + 0.8022 80.22%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.5464 54.64%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.8283 82.83%
Skin corrosion - 0.9485 94.85%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3681 36.81%
Micronuclear + 0.6700 67.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8842 88.42%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.6866 68.66%
Acute Oral Toxicity (c) III 0.5155 51.55%
Estrogen receptor binding + 0.8303 83.03%
Androgen receptor binding + 0.7402 74.02%
Thyroid receptor binding + 0.6467 64.67%
Glucocorticoid receptor binding + 0.7859 78.59%
Aromatase binding + 0.6505 65.05%
PPAR gamma + 0.7369 73.69%
Honey bee toxicity - 0.7842 78.42%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9293 92.93%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.06% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.85% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.51% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 98.21% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL1781 P11387 DNA topoisomerase I 94.56% 97.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.88% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.08% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.62% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 92.10% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.60% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.03% 91.11%
CHEMBL5028 O14672 ADAM10 84.85% 97.50%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.81% 96.39%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.37% 95.83%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.28% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.26% 95.56%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.85% 90.95%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.14% 98.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.08% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.40% 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.
Ophiorrhiza pumila

Cross-Links

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PubChem 10509193
LOTUS LTS0175945
wikiData Q105214620