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[(1R,2S,4R,5R,6S,7S,9R,10S,11S,12S,13S,14S,15R,22R,23R,25R)-12-benzoyloxy-10,11,22-trihydroxy-9-(hydroxymethyl)-13,15-dimethyl-4-prop-1-en-2-yl-8,24,26,27-tetraoxaheptacyclo[12.10.1.14,23.15,23.01,6.07,9.011,25]heptacosan-2-yl]methyl benzoate

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 6f684c5d-5190-4634-92f5-5802c3c13388
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2S,4R,5R,6S,7S,9R,10S,11S,12S,13S,14S,15R,22R,23R,25R)-12-benzoyloxy-10,11,22-trihydroxy-9-(hydroxymethyl)-13,15-dimethyl-4-prop-1-en-2-yl-8,24,26,27-tetraoxaheptacyclo[12.10.1.14,23.15,23.01,6.07,9.011,25]heptacosan-2-yl]methyl benzoate
SMILES (Canonical) CC1CCCCCCC(C23OC4C5C6C(O6)(C(C7(C(C1C(C7OC(=O)C8=CC=CC=C8)C)C5(O2)C(CC4(O3)C(=C)C)COC(=O)C9=CC=CC=C9)O)O)CO)O
SMILES (Isomeric) C[C@@H]1CCCCCC[C@H]([C@@]23O[C@@H]4[C@@H]5[C@H]6[C@](O6)([C@H]([C@]7([C@@H]([C@@H]1[C@@H]([C@@H]7OC(=O)C8=CC=CC=C8)C)[C@@]5(O2)[C@@H](C[C@@]4(O3)C(=C)C)COC(=O)C9=CC=CC=C9)O)O)CO)O
InChI InChI=1S/C44H54O12/c1-24(2)40-21-29(22-51-37(47)27-16-10-7-11-17-27)43-32-35(40)54-44(55-40,56-43)30(46)20-14-6-5-9-15-25(3)31-26(4)34(52-38(48)28-18-12-8-13-19-28)42(50,33(31)43)39(49)41(23-45)36(32)53-41/h7-8,10-13,16-19,25-26,29-36,39,45-46,49-50H,1,5-6,9,14-15,20-23H2,2-4H3/t25-,26+,29+,30-,31+,32-,33-,34+,35-,36+,39-,40-,41+,42-,43-,44+/m1/s1
InChI Key SSXCVTWCXHGTLK-HVMGVZKSSA-N
Popularity 12 references in papers

Physical and Chemical Properties

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Molecular Formula C44H54O12
Molecular Weight 774.90 g/mol
Exact Mass 774.36152715 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 4.33
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4R,5R,6S,7S,9R,10S,11S,12S,13S,14S,15R,22R,23R,25R)-12-benzoyloxy-10,11,22-trihydroxy-9-(hydroxymethyl)-13,15-dimethyl-4-prop-1-en-2-yl-8,24,26,27-tetraoxaheptacyclo[12.10.1.14,23.15,23.01,6.07,9.011,25]heptacosan-2-yl]methyl benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8175 81.75%
Caco-2 - 0.8544 85.44%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7105 71.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8237 82.37%
OATP1B3 inhibitior + 0.9353 93.53%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7521 75.21%
BSEP inhibitior + 0.9814 98.14%
P-glycoprotein inhibitior + 0.7171 71.71%
P-glycoprotein substrate + 0.6822 68.22%
CYP3A4 substrate + 0.7213 72.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8339 83.39%
CYP3A4 inhibition + 0.5718 57.18%
CYP2C9 inhibition - 0.7412 74.12%
CYP2C19 inhibition - 0.7894 78.94%
CYP2D6 inhibition - 0.9122 91.22%
CYP1A2 inhibition - 0.7921 79.21%
CYP2C8 inhibition + 0.7863 78.63%
CYP inhibitory promiscuity - 0.9012 90.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6048 60.48%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9104 91.04%
Skin irritation - 0.6509 65.09%
Skin corrosion - 0.9272 92.72%
Ames mutagenesis - 0.6440 64.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7982 79.82%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5137 51.37%
skin sensitisation - 0.8612 86.12%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.5551 55.51%
Acute Oral Toxicity (c) I 0.4755 47.55%
Estrogen receptor binding + 0.8005 80.05%
Androgen receptor binding + 0.7590 75.90%
Thyroid receptor binding + 0.5404 54.04%
Glucocorticoid receptor binding + 0.5988 59.88%
Aromatase binding + 0.6484 64.84%
PPAR gamma + 0.7087 70.87%
Honey bee toxicity - 0.7776 77.76%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL221 P23219 Cyclooxygenase-1 95.60% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.09% 86.33%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 92.89% 83.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.61% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.07% 93.04%
CHEMBL2581 P07339 Cathepsin D 92.01% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.92% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.06% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 87.36% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.34% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.72% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.65% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.35% 95.56%
CHEMBL2535 P11166 Glucose transporter 86.16% 98.75%
CHEMBL5028 O14672 ADAM10 84.74% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.46% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.35% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.38% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.19% 97.14%
CHEMBL1951 P21397 Monoamine oxidase A 81.02% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.97% 89.00%

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.
Pimelea ligustrina
Stellera chamaejasme

Cross-Links

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PubChem 102060434
LOTUS LTS0100182
wikiData Q104666941