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Triptonide

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 43931672-b634-485f-9f85-88c93e22c262
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name (1S,2S,4S,5S,7S,9S,11S,13S)-1-methyl-7-propan-2-yl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-ene-8,17-dione
SMILES (Canonical) CC(C)C12C(O1)C3C4(O3)C5(CCC6=C(C5CC7C4(C2=O)O7)COC6=O)C
SMILES (Isomeric) CC(C)[C@@]12[C@@H](O1)[C@H]3[C@@]4(O3)[C@]5(CCC6=C([C@@H]5C[C@H]7[C@]4(C2=O)O7)COC6=O)C
InChI InChI=1S/C20H22O6/c1-8(2)18-13(25-18)14-20(26-14)17(3)5-4-9-10(7-23-15(9)21)11(17)6-12-19(20,24-12)16(18)22/h8,11-14H,4-7H2,1-3H3/t11-,12-,13-,14-,17-,18-,19+,20+/m0/s1
InChI Key SWOVVKGLGOOUKI-ZHGGVEMFSA-N
Popularity 57 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O6
Molecular Weight 358.40 g/mol
Exact Mass 358.14163842 g/mol
Topological Polar Surface Area (TPSA) 81.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.31
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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38647-11-9
(-)-triptonide
NSC 165677
Triptolide,14-deoxy-14-oxo
Trisoxireno[4b,5:6,7:8a,9]phenanthro[1,2-c]furan-1,6(3H,6aH)-dione,3b,4,4a,7a,7b,8b,9,10-octahydro-8b-methyl-6a-(1-methylethyl)-,(3bS,4aS,5aS,6aS,7aS,7bS,8aS,8bS)-
(5bS,6aS,7aS,8aS,9aS,9bS,10aS,10bS)-8a-Isopropyl-10b-methyl-1,5b,6,6a,8a,9a,9b,10b-octahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-3,8(2H,5H)-dione
(5bS,6aS,7aS,8aS,9aS,9bS,10aS,10bS)-8a-isopropyl-10b-methyl-2,5,5b,6,6a,9a,9b,10b-octahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-3,8(1H,8aH)-dione
Spectrum_001724
SpecPlus_000568
Spectrum2_000477
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Triptonide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 + 0.5881 58.81%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8201 82.01%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.9413 94.13%
OATP1B3 inhibitior + 0.9812 98.12%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior - 0.4713 47.13%
P-glycoprotein inhibitior - 0.5926 59.26%
P-glycoprotein substrate - 0.6205 62.05%
CYP3A4 substrate + 0.6439 64.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.8468 84.68%
CYP2C9 inhibition - 0.7684 76.84%
CYP2C19 inhibition - 0.8902 89.02%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.7415 74.15%
CYP2C8 inhibition - 0.6828 68.28%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4497 44.97%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.5785 57.85%
Skin corrosion - 0.9079 90.79%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7939 79.39%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.8125 81.25%
skin sensitisation - 0.7984 79.84%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5830 58.30%
Acute Oral Toxicity (c) III 0.5583 55.83%
Estrogen receptor binding + 0.8525 85.25%
Androgen receptor binding + 0.7753 77.53%
Thyroid receptor binding + 0.6846 68.46%
Glucocorticoid receptor binding + 0.7146 71.46%
Aromatase binding + 0.6172 61.72%
PPAR gamma + 0.7351 73.51%
Honey bee toxicity - 0.6268 62.68%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9953 99.53%

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
CHEMBL299 P17252 Protein kinase C alpha 93.95% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.51% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.26% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.67% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.47% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.14% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.00% 82.69%
CHEMBL230 P35354 Cyclooxygenase-2 90.22% 89.63%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.04% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 89.03% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.44% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.44% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.25% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.68% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 86.17% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.31% 93.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.03% 85.14%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 83.91% 88.84%
CHEMBL226 P30542 Adenosine A1 receptor 83.55% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.24% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.86% 96.77%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 82.72% 95.72%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.18% 96.38%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.89% 96.21%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 65411
NPASS NPC33360
ChEMBL CHEMBL205190
LOTUS LTS0103049
wikiData Q104250483