5alpha-Hydroxytriptonide

Details

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Internal ID 07cb57ef-bfa2-4470-ab63-8411977a40b4
Taxonomy Organoheterocyclic compounds > Oxepanes
IUPAC Name (1S,2S,4S,5S,7S,9S,11S,13R)-13-hydroxy-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(C5(CC7C4(C2=O)O7)O)COC6=O)C
SMILES (Isomeric) CC(C)[C@@]12[C@@H](O1)[C@H]3[C@@]4(O3)[C@]5(CCC6=C([C@@]5(C[C@H]7[C@]4(C2=O)O7)O)COC6=O)C
InChI InChI=1S/C20H22O7/c1-8(2)18-12(26-18)13-20(27-13)16(3)5-4-9-10(7-24-14(9)21)17(16,23)6-11-19(20,25-11)15(18)22/h8,11-13,23H,4-7H2,1-3H3/t11-,12-,13-,16-,17+,18-,19+,20+/m0/s1
InChI Key SVWZPKRMGJFEFO-COQXYOOISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O7
Molecular Weight 374.40 g/mol
Exact Mass 374.13655304 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.43
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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5-Hydroxytriptonide, 6
CHEMBL3358843
SCHEMBL13605261
BDBM85129
5-Hydroxy-14-deoxy-14-oxotriptolide

2D Structure

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2D Structure of 5alpha-Hydroxytriptonide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9892 98.92%
Caco-2 + 0.5563 55.63%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8313 83.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9125 91.25%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior + 0.5604 56.04%
BSEP inhibitior - 0.6710 67.10%
P-glycoprotein inhibitior - 0.6794 67.94%
P-glycoprotein substrate - 0.6269 62.69%
CYP3A4 substrate + 0.6531 65.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.7231 72.31%
CYP2C9 inhibition - 0.6430 64.30%
CYP2C19 inhibition - 0.8668 86.68%
CYP2D6 inhibition - 0.9447 94.47%
CYP1A2 inhibition - 0.8312 83.12%
CYP2C8 inhibition - 0.7785 77.85%
CYP inhibitory promiscuity - 0.9578 95.78%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.4475 44.75%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9276 92.76%
Skin irritation + 0.5161 51.61%
Skin corrosion - 0.9198 91.98%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8039 80.39%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8471 84.71%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.4784 47.84%
Acute Oral Toxicity (c) III 0.4903 49.03%
Estrogen receptor binding + 0.8556 85.56%
Androgen receptor binding + 0.7774 77.74%
Thyroid receptor binding + 0.6951 69.51%
Glucocorticoid receptor binding + 0.7378 73.78%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.6413 64.13%
Honey bee toxicity - 0.7918 79.18%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9918 99.18%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.25% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.08% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.38% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.88% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.13% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.60% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 89.93% 98.03%
CHEMBL230 P35354 Cyclooxygenase-2 89.82% 89.63%
CHEMBL2039 P27338 Monoamine oxidase B 88.17% 92.51%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.74% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.20% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.15% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.36% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.35% 93.04%
CHEMBL221 P23219 Cyclooxygenase-1 83.94% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.93% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.28% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 82.40% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.12% 85.14%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.81% 85.11%

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 10384773
NPASS NPC240509
ChEMBL CHEMBL3358843