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[(1R,2R,4R,5R,6S,7S,9R,10S,11R,12S,13S,14S,15R,23S,25R)-10,11,12-trihydroxy-2,13,15-trimethyl-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-9-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 c8b32b84-2b1c-4df4-945f-d88c2987e957
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,4R,5R,6S,7S,9R,10S,11R,12S,13S,14S,15R,23S,25R)-10,11,12-trihydroxy-2,13,15-trimethyl-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-9-yl]methyl benzoate
SMILES (Canonical) CC1CCCCCCCC23OC4C5C6C(O6)(C(C7(C(C1C(C7O)C)C5(O2)C(CC4(O3)C(=C)C)C)O)O)COC(=O)C8=CC=CC=C8
SMILES (Isomeric) C[C@@H]1CCCCCCC[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]7O)C)[C@@]5(O2)[C@@H](C[C@@]4(O3)C(=C)C)C)O)O)COC(=O)C8=CC=CC=C8
InChI InChI=1S/C37H50O9/c1-20(2)33-18-22(4)37-26-29(33)44-35(45-33,46-37)17-13-8-6-7-10-14-21(3)25-23(5)28(38)36(41,27(25)37)32(40)34(30(26)43-34)19-42-31(39)24-15-11-9-12-16-24/h9,11-12,15-16,21-23,25-30,32,38,40-41H,1,6-8,10,13-14,17-19H2,2-5H3/t21-,22-,23+,25+,26-,27-,28+,29-,30+,32-,33-,34+,35-,36-,37-/m1/s1
InChI Key LVCUWWNEJYSTOS-RVXSWFTCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H50O9
Molecular Weight 638.80 g/mol
Exact Mass 638.34548317 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4R,5R,6S,7S,9R,10S,11R,12S,13S,14S,15R,23S,25R)-10,11,12-trihydroxy-2,13,15-trimethyl-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-9-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 + 0.9004 90.04%
Caco-2 - 0.8345 83.45%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7404 74.04%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.8480 84.80%
OATP1B3 inhibitior + 0.9149 91.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9423 94.23%
P-glycoprotein inhibitior + 0.6272 62.72%
P-glycoprotein substrate + 0.5505 55.05%
CYP3A4 substrate + 0.7075 70.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8285 82.85%
CYP3A4 inhibition - 0.7395 73.95%
CYP2C9 inhibition - 0.7148 71.48%
CYP2C19 inhibition - 0.7327 73.27%
CYP2D6 inhibition - 0.9048 90.48%
CYP1A2 inhibition - 0.7086 70.86%
CYP2C8 inhibition + 0.7830 78.30%
CYP inhibitory promiscuity - 0.7735 77.35%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6410 64.10%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9072 90.72%
Skin irritation - 0.6220 62.20%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis - 0.7040 70.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6884 68.84%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5805 58.05%
skin sensitisation - 0.8511 85.11%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8193 81.93%
Acute Oral Toxicity (c) I 0.3908 39.08%
Estrogen receptor binding + 0.7621 76.21%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding + 0.5571 55.71%
Glucocorticoid receptor binding + 0.5758 57.58%
Aromatase binding + 0.6970 69.70%
PPAR gamma + 0.7029 70.29%
Honey bee toxicity - 0.8144 81.44%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6055 60.55%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.07% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.07% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.00% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.92% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 91.57% 90.17%
CHEMBL1951 P21397 Monoamine oxidase A 91.21% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.39% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.96% 94.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.90% 97.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.63% 83.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.52% 93.04%
CHEMBL5028 O14672 ADAM10 85.88% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.57% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.12% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.79% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 82.63% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 81.38% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.16% 93.56%

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.
Daphne genkwa

Cross-Links

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PubChem 73350390
NPASS NPC290683
ChEMBL CHEMBL2376809
LOTUS LTS0022978
wikiData Q105157784