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[(1R,2R,6S,7S,8R,10S,11R,12R,14S,16S,17R,18R)-14-[(E)-hept-1-enyl]-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (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 c0497f64-00ad-4e40-9cc5-75612282c623
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,6S,7S,8R,10S,11R,12R,14S,16S,17R,18R)-14-[(E)-hept-1-enyl]-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H44O10/c1-6-7-8-9-13-18-34-45-31-27-30-33(20-38,44-30)32(41)35(42)25(19-22(4)28(35)40)37(27,47-34)23(5)29(36(31,46-34)21(2)3)43-26(39)17-16-24-14-11-10-12-15-24/h10-19,23,25,27,29-32,38,41-42H,2,6-9,20H2,1,3-5H3/b17-16+,18-13+/t23-,25-,27-,29-,30+,31-,32-,33+,34-,35-,36+,37+/m1/s1
InChI Key SBKXRMYYKDQAMZ-MDIFWREMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O10
Molecular Weight 648.70 g/mol
Exact Mass 648.29344760 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,6S,7S,8R,10S,11R,12R,14S,16S,17R,18R)-14-[(E)-hept-1-enyl]-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] (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 + 0.8970 89.70%
Caco-2 - 0.8342 83.42%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7033 70.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7814 78.14%
OATP1B3 inhibitior + 0.9207 92.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9694 96.94%
P-glycoprotein inhibitior + 0.7698 76.98%
P-glycoprotein substrate + 0.6517 65.17%
CYP3A4 substrate + 0.7126 71.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition + 0.6654 66.54%
CYP2C9 inhibition - 0.6720 67.20%
CYP2C19 inhibition - 0.7414 74.14%
CYP2D6 inhibition - 0.9031 90.31%
CYP1A2 inhibition - 0.7407 74.07%
CYP2C8 inhibition + 0.8272 82.72%
CYP inhibitory promiscuity - 0.6746 67.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5898 58.98%
Eye corrosion - 0.9844 98.44%
Eye irritation - 0.9148 91.48%
Skin irritation - 0.6361 63.61%
Skin corrosion - 0.9211 92.11%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7958 79.58%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8580 85.80%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5910 59.10%
Acute Oral Toxicity (c) III 0.5390 53.90%
Estrogen receptor binding + 0.7818 78.18%
Androgen receptor binding + 0.7534 75.34%
Thyroid receptor binding + 0.6335 63.35%
Glucocorticoid receptor binding + 0.7278 72.78%
Aromatase binding + 0.6451 64.51%
PPAR gamma + 0.7072 70.72%
Honey bee toxicity - 0.7938 79.38%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5148 51.48%
Fish aquatic toxicity + 0.9950 99.50%

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 98.60% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.48% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.24% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.10% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.93% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 94.08% 83.82%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.89% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 93.79% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.09% 96.09%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.03% 85.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.48% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.27% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 86.84% 94.73%
CHEMBL5028 O14672 ADAM10 85.43% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.59% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.39% 93.56%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 84.25% 92.32%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.05% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.85% 94.08%
CHEMBL2996 Q05655 Protein kinase C delta 83.19% 97.79%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.14% 89.44%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.49% 96.95%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 81.97% 92.08%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.07% 96.90%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.70% 95.50%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.63% 96.00%

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.
Thymelaea hirsuta

Cross-Links

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PubChem 162923405
LOTUS LTS0182345
wikiData Q105249514