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[(3R,4E)-4-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-oxooxolan-3-yl] (E)-4-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-(2-oxoethyl)but-2-enoate

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 66ded49d-71ba-4a02-887f-2bd88e7c2e9f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(3R,4E)-4-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-oxooxolan-3-yl] (E)-4-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-(2-oxoethyl)but-2-enoate
SMILES (Canonical) CC1(CCCC2(C1CCC(=C)C2CC=C3C(COC3=O)OC(=O)C(=CCC4C(=C)CCC5C4(CCCC5(C)C)C)CC=O)C)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2C/C=C/3\[C@H](COC3=O)OC(=O)/C(=C/C[C@H]4C(=C)CC[C@@H]5[C@@]4(CCCC5(C)C)C)/CC=O)(C)C
InChI InChI=1S/C40H58O5/c1-26-11-17-33-37(3,4)20-9-22-39(33,7)30(26)15-13-28(19-24-41)35(42)45-32-25-44-36(43)29(32)14-16-31-27(2)12-18-34-38(5,6)21-10-23-40(31,34)8/h13-14,24,30-34H,1-2,9-12,15-23,25H2,3-8H3/b28-13+,29-14+/t30-,31-,32-,33-,34-,39+,40+/m0/s1
InChI Key DGINKEKTCFYJMB-ZSNFPYBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H58O5
Molecular Weight 618.90 g/mol
Exact Mass 618.42842495 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 9.70
Atomic LogP (AlogP) 9.27
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4E)-4-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-oxooxolan-3-yl] (E)-4-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-(2-oxoethyl)but-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.8065 80.65%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7957 79.57%
OATP2B1 inhibitior - 0.7148 71.48%
OATP1B1 inhibitior + 0.8413 84.13%
OATP1B3 inhibitior - 0.2180 21.80%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9763 97.63%
P-glycoprotein inhibitior + 0.7962 79.62%
P-glycoprotein substrate - 0.5782 57.82%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9030 90.30%
CYP3A4 inhibition - 0.6969 69.69%
CYP2C9 inhibition - 0.6593 65.93%
CYP2C19 inhibition - 0.7295 72.95%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.7065 70.65%
CYP2C8 inhibition + 0.5717 57.17%
CYP inhibitory promiscuity - 0.7272 72.72%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5821 58.21%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.5253 52.53%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4428 44.28%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6532 65.32%
skin sensitisation - 0.8183 81.83%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.8040 80.40%
Acute Oral Toxicity (c) III 0.6271 62.71%
Estrogen receptor binding + 0.7805 78.05%
Androgen receptor binding + 0.7425 74.25%
Thyroid receptor binding + 0.5700 57.00%
Glucocorticoid receptor binding + 0.7485 74.85%
Aromatase binding + 0.6840 68.40%
PPAR gamma + 0.6380 63.80%
Honey bee toxicity - 0.7216 72.16%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.61% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.96% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.13% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.80% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.25% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.73% 98.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.93% 83.57%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.72% 100.00%
CHEMBL5028 O14672 ADAM10 87.66% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 87.05% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.90% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.22% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.18% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.83% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.15% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.12% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.28% 97.14%

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.
Hedychium coronarium

Cross-Links

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PubChem 163190197
LOTUS LTS0108180
wikiData Q104978742