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(E)-4-[(1R,2S,4aS,8aS)-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]-2-[(E)-2-[2,6-dihydroxy-4-methoxy-3-[(E)-3-phenylprop-2-enoyl]phenyl]ethenyl]but-2-enal

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 dcd9c1e8-8aac-4cf3-a002-3e1a8ff59001
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (E)-4-[(1R,2S,4aS,8aS)-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]-2-[(E)-2-[2,6-dihydroxy-4-methoxy-3-[(E)-3-phenylprop-2-enoyl]phenyl]ethenyl]but-2-enal
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H42O6/c1-34(2)18-8-19-35(3)30(34)17-20-36(23-42-36)31(35)16-13-25(22-37)11-14-26-28(39)21-29(41-4)32(33(26)40)27(38)15-12-24-9-6-5-7-10-24/h5-7,9-15,21-22,30-31,39-40H,8,16-20,23H2,1-4H3/b14-11+,15-12+,25-13+/t30-,31+,35-,36+/m0/s1
InChI Key XVSYISZBIBMIMY-GJMUQZCOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42O6
Molecular Weight 570.70 g/mol
Exact Mass 570.29813906 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 8.10
Atomic LogP (AlogP) 7.54
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-4-[(1R,2S,4aS,8aS)-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]-2-[(E)-2-[2,6-dihydroxy-4-methoxy-3-[(E)-3-phenylprop-2-enoyl]phenyl]ethenyl]but-2-enal

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9828 98.28%
Caco-2 - 0.8212 82.12%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8204 82.04%
OATP2B1 inhibitior + 0.7144 71.44%
OATP1B1 inhibitior + 0.8082 80.82%
OATP1B3 inhibitior + 0.9206 92.06%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8067 80.67%
BSEP inhibitior + 0.9743 97.43%
P-glycoprotein inhibitior + 0.8782 87.82%
P-glycoprotein substrate + 0.5930 59.30%
CYP3A4 substrate + 0.7004 70.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8444 84.44%
CYP3A4 inhibition - 0.6139 61.39%
CYP2C9 inhibition - 0.5768 57.68%
CYP2C19 inhibition - 0.5652 56.52%
CYP2D6 inhibition - 0.8844 88.44%
CYP1A2 inhibition + 0.6741 67.41%
CYP2C8 inhibition + 0.8802 88.02%
CYP inhibitory promiscuity - 0.6095 60.95%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7169 71.69%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9317 93.17%
Skin irritation - 0.7966 79.66%
Skin corrosion - 0.9537 95.37%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8169 81.69%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5678 56.78%
skin sensitisation - 0.7903 79.03%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7672 76.72%
Acute Oral Toxicity (c) III 0.4951 49.51%
Estrogen receptor binding + 0.8896 88.96%
Androgen receptor binding + 0.8066 80.66%
Thyroid receptor binding + 0.6817 68.17%
Glucocorticoid receptor binding + 0.8447 84.47%
Aromatase binding + 0.6910 69.10%
PPAR gamma + 0.7219 72.19%
Honey bee toxicity - 0.7848 78.48%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9975 99.75%

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 99.84% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.66% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.04% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.35% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.39% 93.99%
CHEMBL2581 P07339 Cathepsin D 92.65% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.26% 96.00%
CHEMBL5028 O14672 ADAM10 91.20% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.81% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.82% 94.75%
CHEMBL3401 O75469 Pregnane X receptor 86.52% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.29% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.26% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.72% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.19% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.93% 94.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.80% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.44% 92.94%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.07% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.68% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.67% 97.14%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 80.57% 92.86%

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.
There are no matching plants.

Cross-Links

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PubChem 102121350
LOTUS LTS0265876
wikiData Q105343129