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C-2 Triptofordin

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 fdea81fd-62d6-4861-b38a-7504b2bdfa83
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(2R,4R,5S,6R,7S,8R,9R,12R)-5,12-diacetyloxy-7-benzoyloxy-2,4-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] benzoate
SMILES (Canonical) CC(=O)OC1C(CC(C23C1(C(C(C(C2OC(=O)C)C(O3)(C)C)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C)(C)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H](C[C@@](C23[C@]1([C@@H]([C@@H]([C@H]([C@H]2OC(=O)C)C(O3)(C)C)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)C)(C)O)O
InChI InChI=1S/C33H38O11/c1-18(34)40-25-22(36)17-31(5,39)33-26(41-19(2)35)23(30(3,4)44-33)24(42-28(37)20-13-9-7-10-14-20)27(32(25,33)6)43-29(38)21-15-11-8-12-16-21/h7-16,22-27,36,39H,17H2,1-6H3/t22-,23-,24-,25-,26-,27-,31-,32-,33?/m1/s1
InChI Key FOIOSVGAFMLLDU-QGCFOTDLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H38O11
Molecular Weight 610.60 g/mol
Exact Mass 610.24141202 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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Triptofordin C 2
triptofordin C-2
111514-63-7
DTXSID60912195
(3R-(3alpha,4beta,5beta,5aalpha,6alpha,7alpha,9beta,9aalpha,10R*))-Octahydro-2,2,5a,9-tetramethyl-2H-3,9a-methano-1-benzoxepin-4,5,6,7,9,10-hexol 6,10-diacetate 4,5-dibenzoate
Q15427956
2H-3,9a-Methano-1-benzoxepin-4,5,6,7,9,10-hexol, octahydro-2,2,5a,9-tetramethyl-, 6,10-diacetate 4,5-dibenzoate, (3R-(3alpha,4beta,5beta,5aalpha,6alpha,7alpha,9beta,9aalpha,10R*))-
6,10-Bis(acetyloxy)-7,9-dihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepine-4,5-diyl dibenzoate

2D Structure

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2D Structure of C-2 Triptofordin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9392 93.92%
Caco-2 - 0.7906 79.06%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.5219 52.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8736 87.36%
OATP1B3 inhibitior + 0.8949 89.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8814 88.14%
P-glycoprotein inhibitior + 0.8902 89.02%
P-glycoprotein substrate - 0.6947 69.47%
CYP3A4 substrate + 0.6461 64.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8516 85.16%
CYP3A4 inhibition - 0.6360 63.60%
CYP2C9 inhibition - 0.8214 82.14%
CYP2C19 inhibition - 0.8945 89.45%
CYP2D6 inhibition - 0.9316 93.16%
CYP1A2 inhibition - 0.8618 86.18%
CYP2C8 inhibition + 0.5397 53.97%
CYP inhibitory promiscuity - 0.8751 87.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4387 43.87%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8844 88.44%
Skin irritation - 0.7698 76.98%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7510 75.10%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8036 80.36%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5463 54.63%
Acute Oral Toxicity (c) III 0.5022 50.22%
Estrogen receptor binding + 0.8108 81.08%
Androgen receptor binding + 0.6820 68.20%
Thyroid receptor binding + 0.6324 63.24%
Glucocorticoid receptor binding + 0.6760 67.60%
Aromatase binding + 0.5899 58.99%
PPAR gamma + 0.7065 70.65%
Honey bee toxicity - 0.8724 87.24%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9744 97.44%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.34% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.71% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.67% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.31% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 91.97% 91.49%
CHEMBL221 P23219 Cyclooxygenase-1 91.24% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.73% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.61% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.02% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.65% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.04% 83.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.88% 91.19%
CHEMBL4208 P20618 Proteasome component C5 84.71% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.95% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 82.85% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.12% 95.89%
CHEMBL5028 O14672 ADAM10 82.10% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.15% 94.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.65% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.53% 89.00%

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 130681
LOTUS LTS0037140
wikiData Q15427956