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Chartarlactam L

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 6f1551a3-3e87-4e96-b591-f918d552eb60
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name (3S,4aR,7S,8S,8aR)-8'-[(3R,4aS,7R,8R,8aS)-3,4',6'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,7-dihydrofuro[3,2-g]isoindole]-8'-yl]-3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-furo[2,3-e]isoindole]-6'-one
SMILES (Canonical) CC1CCC2C(C(CCC2(C13CC4=C(O3)C5=C(NC(=C5C=C4O)O)C6=NC(=O)C7=CC(=C8CC9(C(CCC1C9(CCC(C1(C)C)O)C)C)OC8=C76)O)C)O)(C)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC4=C(O3)C5=C(NC(=C5C=C4O)O)C6=NC(=O)C7=CC(=C8C[C@@]9([C@H](CC[C@H]1[C@]9(CC[C@@H](C1(C)C)O)C)C)OC8=C76)O)(CC[C@H](C2(C)C)O)C
InChI InChI=1S/C46H58N2O8/c1-21-9-11-29-41(3,4)31(51)13-15-43(29,7)45(21)19-25-27(49)17-23-33(37(25)55-45)35(47-39(23)53)36-34-24(40(54)48-36)18-28(50)26-20-46(56-38(26)34)22(2)10-12-30-42(5,6)32(52)14-16-44(30,46)8/h17-18,21-22,29-32,47,49-53H,9-16,19-20H2,1-8H3/t21-,22+,29+,30-,31-,32+,43+,44-,45-,46+/m1/s1
InChI Key LLQLBAHZSAZEEB-KPAUCVALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H58N2O8
Molecular Weight 767.00 g/mol
Exact Mass 766.41931681 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 9.20
Atomic LogP (AlogP) 8.09
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 1

Synonyms

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(3S,4aR,7S,8S,8aR)-8'-((3R,4aS,7R,8R,8aS)-3,4',6'-trihydroxy-4,4,7,8a-tetramethylspiro(2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,7-dihydrofuro(3,2-g)isoindole)-8'-yl)-3,4'-dihydroxy-4,4,7,8a-tetramethylspiro(2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-furo(2,3-e)isoindole)-6'-one
(3S,4aR,7S,8S,8aR)-8'-[(3R,4aS,7R,8R,8aS)-3,4',6'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,7-dihydrofuro[3,2-g]isoindole]-8'-yl]-3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-furo[2,3-e]isoindole]-6'-one
RefChem:125050
CHEBI:216834
(3S,4aR,7S,8S,8aR)-8'-[(3R,4aS,7R,8R,8aS)-3,4',6'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3,7-dihydrouro[3,2-g]isoindole]-8'-yl]-3,4'-dihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-3H-uro[2,3-e]isoindole]-6'-one

2D Structure

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2D Structure of Chartarlactam L

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9920 99.20%
Caco-2 - 0.8448 84.48%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7197 71.97%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8437 84.37%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6954 69.54%
BSEP inhibitior + 0.9517 95.17%
P-glycoprotein inhibitior + 0.7665 76.65%
P-glycoprotein substrate + 0.5599 55.99%
CYP3A4 substrate + 0.7186 71.86%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.7724 77.24%
CYP3A4 inhibition - 0.6478 64.78%
CYP2C9 inhibition - 0.7381 73.81%
CYP2C19 inhibition - 0.6088 60.88%
CYP2D6 inhibition - 0.8670 86.70%
CYP1A2 inhibition - 0.6512 65.12%
CYP2C8 inhibition + 0.7111 71.11%
CYP inhibitory promiscuity - 0.5573 55.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5678 56.78%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.7822 78.22%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6485 64.85%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8380 83.80%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8327 83.27%
Acute Oral Toxicity (c) III 0.5480 54.80%
Estrogen receptor binding + 0.7804 78.04%
Androgen receptor binding + 0.7834 78.34%
Thyroid receptor binding + 0.5674 56.74%
Glucocorticoid receptor binding + 0.7047 70.47%
Aromatase binding + 0.6997 69.97%
PPAR gamma + 0.7049 70.49%
Honey bee toxicity - 0.7258 72.58%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9770 97.70%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.88% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.74% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.17% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.12% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.29% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.02% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.74% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.57% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.88% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.52% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.44% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.33% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.11% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.77% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.28% 92.94%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 88.30% 95.72%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.22% 96.77%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.30% 93.03%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 87.08% 88.84%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.20% 90.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.00% 97.28%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.41% 85.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.40% 95.64%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.48% 96.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.37% 80.96%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.34% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.20% 96.38%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.40% 85.49%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.29% 97.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.10% 90.08%

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.
There are no matching plants.

Cross-Links

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PubChem 136227532
LOTUS LTS0159855
wikiData Q77564695