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Tripchlorolide

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 31c37abc-1e30-418b-9315-a953dfd5208c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1S,2S,4R,5R,6R,7R,8S,10S,12S)-5-chloro-6,7-dihydroxy-1-methyl-6-propan-2-yl-3,9,15-trioxahexacyclo[10.7.0.02,4.02,8.08,10.013,17]nonadec-13(17)-en-16-one
SMILES (Canonical) CC(C)C1(C(C2C3(O2)C4(CCC5=C(C4CC6C3(C1O)O6)COC5=O)C)Cl)O
SMILES (Isomeric) CC(C)[C@@]1([C@@H]([C@H]2[C@@]3(O2)[C@]4(CCC5=C([C@@H]4C[C@H]6[C@]3([C@@H]1O)O6)COC5=O)C)Cl)O
InChI InChI=1S/C20H25ClO6/c1-8(2)18(24)13(21)14-20(27-14)17(3)5-4-9-10(7-25-15(9)22)11(17)6-12-19(20,26-12)16(18)23/h8,11-14,16,23-24H,4-7H2,1-3H3/t11-,12-,13+,14-,16+,17-,18-,19+,20+/m0/s1
InChI Key OIMACDABKWJVSQ-LZVGCMTRSA-N
Popularity 40 references in papers

Physical and Chemical Properties

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Molecular Formula C20H25ClO6
Molecular Weight 396.90 g/mol
Exact Mass 396.1339662 g/mol
Topological Polar Surface Area (TPSA) 91.80 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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132368-08-2
(1S,2S,4R,5R,6R,7R,8S,10S,12S)-5-chloro-6,7-dihydroxy-1-methyl-6-propan-2-yl-3,9,15-trioxahexacyclo[10.7.0.02,4.02,8.08,10.013,17]nonadec-13(17)-en-16-one
Triptolide chlorhydrin
Triptolide 12,13-chlorhydrin
triptolide-12,13-chlorohydrin
tryptolide-12,13-chlorohydrin
TW397
SCHEMBL18309212
DTXSID80927645
HY-N10408
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Tripchlorolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9807 98.07%
Caco-2 - 0.6029 60.29%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8034 80.34%
OATP2B1 inhibitior - 0.8613 86.13%
OATP1B1 inhibitior + 0.9021 90.21%
OATP1B3 inhibitior + 0.9482 94.82%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.7831 78.31%
P-glycoprotein inhibitior - 0.7794 77.94%
P-glycoprotein substrate - 0.5945 59.45%
CYP3A4 substrate + 0.6910 69.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8721 87.21%
CYP3A4 inhibition - 0.9744 97.44%
CYP2C9 inhibition - 0.8011 80.11%
CYP2C19 inhibition - 0.8200 82.00%
CYP2D6 inhibition - 0.9064 90.64%
CYP1A2 inhibition - 0.7353 73.53%
CYP2C8 inhibition - 0.6827 68.27%
CYP inhibitory promiscuity - 0.9132 91.32%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Danger 0.5384 53.84%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9606 96.06%
Skin irritation - 0.5863 58.63%
Skin corrosion - 0.9110 91.10%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7827 78.27%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.7500 75.00%
skin sensitisation - 0.8263 82.63%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7855 78.55%
Acute Oral Toxicity (c) III 0.6107 61.07%
Estrogen receptor binding + 0.7089 70.89%
Androgen receptor binding + 0.7500 75.00%
Thyroid receptor binding + 0.7180 71.80%
Glucocorticoid receptor binding + 0.6845 68.45%
Aromatase binding + 0.6053 60.53%
PPAR gamma + 0.6021 60.21%
Honey bee toxicity - 0.5965 59.65%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9971 99.71%

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 97.76% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.38% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.21% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.36% 96.77%
CHEMBL299 P17252 Protein kinase C alpha 91.53% 98.03%
CHEMBL221 P23219 Cyclooxygenase-1 91.03% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.98% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.70% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.28% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.69% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.61% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.52% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.30% 97.79%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.55% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.67% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.70% 82.69%
CHEMBL226 P30542 Adenosine A1 receptor 82.64% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.76% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.76% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.73% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.55% 94.00%

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 159588
LOTUS LTS0025895
wikiData Q15634171