Regelidine

Details

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Internal ID 8706732a-6448-44a3-b3ef-f994818dfacf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7S,9R,12R)-5,7-dibenzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1(C2CC(C3(C(CCC(C3(C2OC(=O)C4=CN=CC=C4)O1)(C)O)OC(=O)C5=CC=CC=C5)C)OC(=O)C6=CC=CC=C6)C
SMILES (Isomeric) C[C@@]1(CC[C@@H]([C@@]2([C@]13[C@@H]([C@@H](C[C@@H]2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C5=CN=CC=C5)C)OC(=O)C6=CC=CC=C6)O
InChI InChI=1S/C35H37NO8/c1-32(2)25-20-27(42-30(38)23-14-9-6-10-15-23)34(4)26(41-29(37)22-12-7-5-8-13-22)17-18-33(3,40)35(34,44-32)28(25)43-31(39)24-16-11-19-36-21-24/h5-16,19,21,25-28,40H,17-18,20H2,1-4H3/t25-,26+,27+,28-,33+,34+,35+/m1/s1
InChI Key MZSHQEJWMYSZEP-IMIUDZSCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H37NO8
Molecular Weight 599.70 g/mol
Exact Mass 599.25191714 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.18
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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114542-54-0
[(1S,2S,5S,6S,7S,9R,12R)-5,7-dibenzoyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] pyridine-3-carboxylate
TWHR-4
CHEMBL1951083
AKOS037515050

2D Structure

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2D Structure of Regelidine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9663 96.63%
Caco-2 - 0.7542 75.42%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6739 67.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9011 90.11%
OATP1B3 inhibitior + 0.8055 80.55%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9443 94.43%
P-glycoprotein inhibitior + 0.8827 88.27%
P-glycoprotein substrate - 0.6912 69.12%
CYP3A4 substrate + 0.6461 64.61%
CYP2C9 substrate - 0.8034 80.34%
CYP2D6 substrate - 0.8506 85.06%
CYP3A4 inhibition + 0.5297 52.97%
CYP2C9 inhibition - 0.8884 88.84%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.9417 94.17%
CYP1A2 inhibition - 0.7184 71.84%
CYP2C8 inhibition + 0.8973 89.73%
CYP inhibitory promiscuity - 0.9451 94.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5496 54.96%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.7432 74.32%
Skin corrosion - 0.8979 89.79%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.9055 90.55%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.8523 85.23%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6395 63.95%
Acute Oral Toxicity (c) III 0.5096 50.96%
Estrogen receptor binding + 0.7466 74.66%
Androgen receptor binding + 0.6714 67.14%
Thyroid receptor binding + 0.6683 66.83%
Glucocorticoid receptor binding + 0.7477 74.77%
Aromatase binding + 0.6288 62.88%
PPAR gamma + 0.6529 65.29%
Honey bee toxicity - 0.8604 86.04%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9115 91.15%

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 96.53% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.97% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.28% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 93.17% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.89% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 88.63% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.76% 91.11%
CHEMBL2535 P11166 Glucose transporter 86.95% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.66% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.20% 94.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.84% 91.07%
CHEMBL2581 P07339 Cathepsin D 84.50% 98.95%
CHEMBL5028 O14672 ADAM10 84.48% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.61% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.38% 83.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.21% 81.11%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 81.73% 95.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.32% 97.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.94% 89.44%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.16% 97.09%

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 regelii
Tripterygium wilfordii

Cross-Links

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PubChem 13968328
NPASS NPC127720
LOTUS LTS0028462
wikiData Q105176010