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[(1R,2R,3R,4S,5S,7R,9S,10R,11R,13S)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxo-7-tetracyclo[7.6.0.03,7.010,13]pentadecanyl] (E)-3-phenylprop-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 a7d24211-67fb-4fca-a13d-4c178e1647b9
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
IUPAC Name [(1R,2R,3R,4S,5S,7R,9S,10R,11R,13S)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxo-7-tetracyclo[7.6.0.03,7.010,13]pentadecanyl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1CC2(C(C1O)C(C3(CCC4C(C3(C2=O)C)C(C4(C)C)O)C)O)OC(=O)C=CC5=CC=CC=C5
SMILES (Isomeric) C[C@H]1C[C@]2([C@H]([C@H]1O)[C@H]([C@@]3(CC[C@H]4[C@H]([C@@]3(C2=O)C)[C@H](C4(C)C)O)C)O)OC(=O)/C=C/C5=CC=CC=C5
InChI InChI=1S/C29H38O6/c1-16-15-29(35-19(30)12-11-17-9-7-6-8-10-17)21(22(16)31)24(33)27(4)14-13-18-20(23(32)26(18,2)3)28(27,5)25(29)34/h6-12,16,18,20-24,31-33H,13-15H2,1-5H3/b12-11+/t16-,18-,20-,21+,22-,23+,24+,27-,28+,29+/m0/s1
InChI Key GYAAJCZJHMMJNM-AWZHKKSRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H38O6
Molecular Weight 482.60 g/mol
Exact Mass 482.26683893 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4S,5S,7R,9S,10R,11R,13S)-2,4,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxo-7-tetracyclo[7.6.0.03,7.010,13]pentadecanyl] (E)-3-phenylprop-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 + 0.9650 96.50%
Caco-2 - 0.7272 72.72%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7430 74.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8295 82.95%
OATP1B3 inhibitior + 0.8300 83.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.6688 66.88%
P-glycoprotein inhibitior - 0.4818 48.18%
P-glycoprotein substrate - 0.6662 66.62%
CYP3A4 substrate + 0.6763 67.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8814 88.14%
CYP3A4 inhibition - 0.5648 56.48%
CYP2C9 inhibition - 0.7181 71.81%
CYP2C19 inhibition - 0.8068 80.68%
CYP2D6 inhibition - 0.9301 93.01%
CYP1A2 inhibition - 0.6391 63.91%
CYP2C8 inhibition + 0.6994 69.94%
CYP inhibitory promiscuity - 0.8454 84.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5525 55.25%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9478 94.78%
Skin irritation - 0.5548 55.48%
Skin corrosion - 0.8883 88.83%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7318 73.18%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5755 57.55%
skin sensitisation - 0.7859 78.59%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7138 71.38%
Acute Oral Toxicity (c) III 0.5165 51.65%
Estrogen receptor binding + 0.7988 79.88%
Androgen receptor binding + 0.8079 80.79%
Thyroid receptor binding + 0.7054 70.54%
Glucocorticoid receptor binding + 0.7196 71.96%
Aromatase binding + 0.7288 72.88%
PPAR gamma + 0.6349 63.49%
Honey bee toxicity - 0.8213 82.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9931 99.31%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.80% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.29% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.27% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.13% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.90% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.24% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.61% 96.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.79% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.77% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.85% 94.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.49% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.47% 98.95%
CHEMBL5028 O14672 ADAM10 83.46% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.16% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.01% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.74% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.58% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.63% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.63% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.58% 93.00%
CHEMBL4208 P20618 Proteasome component C5 80.11% 90.00%

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.
Euphorbia micractina

Cross-Links

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PubChem 145966211
LOTUS LTS0095911
wikiData Q105023485