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[(E)-2-[(1R)-2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-1-acetyloxyethyl]-4-[(2S,3E,5R)-3-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethylidene]-5-acetyloxyoxolan-2-yl]oxybut-2-enyl] acetate

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 17043f06-c37f-41fc-a4e5-f194d45b9923
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(E)-2-[(1R)-2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-1-acetyloxyethyl]-4-[(2S,3E,5R)-3-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethylidene]-5-acetyloxyoxolan-2-yl]oxybut-2-enyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H70O8/c1-29-14-12-16-39-43(29,8)22-18-31(3)45(39,10)24-20-36-26-41(53-35(7)49)54-42(36)50-25-21-37(28-51-33(5)47)38(52-34(6)48)27-46(11)32(4)19-23-44(9)30(2)15-13-17-40(44)46/h20-21,31-32,38-42H,1-2,12-19,22-28H2,3-11H3/b36-20+,37-21+/t31-,32-,38-,39+,40+,41+,42+,43+,44+,45+,46+/m1/s1
InChI Key VWMOIOCIYNHPDN-FYTFDHTMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H70O8
Molecular Weight 751.00 g/mol
Exact Mass 750.50706919 g/mol
Topological Polar Surface Area (TPSA) 97.40 Ų
XlogP 10.60
Atomic LogP (AlogP) 10.36
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-2-[(1R)-2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-1-acetyloxyethyl]-4-[(2S,3E,5R)-3-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethylidene]-5-acetyloxyoxolan-2-yl]oxybut-2-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9874 98.74%
Caco-2 - 0.8336 83.36%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7247 72.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8401 84.01%
OATP1B3 inhibitior + 0.8848 88.48%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9890 98.90%
P-glycoprotein inhibitior + 0.8027 80.27%
P-glycoprotein substrate + 0.5252 52.52%
CYP3A4 substrate + 0.7006 70.06%
CYP2C9 substrate - 0.8166 81.66%
CYP2D6 substrate - 0.8745 87.45%
CYP3A4 inhibition - 0.7063 70.63%
CYP2C9 inhibition - 0.8283 82.83%
CYP2C19 inhibition - 0.7200 72.00%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.6955 69.55%
CYP2C8 inhibition + 0.6659 66.59%
CYP inhibitory promiscuity - 0.7665 76.65%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5744 57.44%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.5312 53.12%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3608 36.08%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5858 58.58%
skin sensitisation - 0.8422 84.22%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.4891 48.91%
Acute Oral Toxicity (c) III 0.6340 63.40%
Estrogen receptor binding + 0.7938 79.38%
Androgen receptor binding + 0.7280 72.80%
Thyroid receptor binding + 0.5391 53.91%
Glucocorticoid receptor binding + 0.7840 78.40%
Aromatase binding + 0.6892 68.92%
PPAR gamma + 0.7030 70.30%
Honey bee toxicity - 0.7241 72.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6555 65.55%
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 98.30% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.58% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.37% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.76% 96.09%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 91.32% 92.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.83% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.81% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.38% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 87.23% 98.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.62% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.21% 89.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.81% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.33% 91.19%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.42% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.62% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.61% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.55% 93.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.71% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.52% 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.
Linaria saxatilis

Cross-Links

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PubChem 162907076
LOTUS LTS0178964
wikiData Q105298171