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[(1R,2R,4R,5R,6S,7S,8R,9S,10R,11S,12S,13S,14R,24R)-7,8,9,10,11-pentahydroxy-2,12,14-trimethyl-4-prop-1-en-2-yl-23,25,26-trioxahexacyclo[11.10.1.14,22.15,22.01,6.010,24]hexacosan-8-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 87f9478c-a9f8-4da1-aa3e-7c16685452fc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,4R,5R,6S,7S,8R,9S,10R,11S,12S,13S,14R,24R)-7,8,9,10,11-pentahydroxy-2,12,14-trimethyl-4-prop-1-en-2-yl-23,25,26-trioxahexacyclo[11.10.1.14,22.15,22.01,6.010,24]hexacosan-8-yl]methyl benzoate
SMILES (Canonical) CC1CCCCCCCC23OC4C5C(C(C(C6(C(C1C(C6O)C)C5(O2)C(CC4(O3)C(=C)C)C)O)O)(COC(=O)C7=CC=CC=C7)O)O
SMILES (Isomeric) C[C@@H]1CCCCCCCC23O[C@@H]4[C@@H]5[C@@H]([C@@]([C@H]([C@]6([C@@H]([C@@H]1[C@@H]([C@@H]6O)C)[C@@]5(O2)[C@@H](C[C@@]4(O3)C(=C)C)C)O)O)(COC(=O)C7=CC=CC=C7)O)O
InChI InChI=1S/C37H52O10/c1-20(2)34-18-22(4)37-26-29(39)33(42,19-44-31(40)24-15-11-9-12-16-24)32(41)36(43)27(37)25(23(5)28(36)38)21(3)14-10-7-6-8-13-17-35(46-34,47-37)45-30(26)34/h9,11-12,15-16,21-23,25-30,32,38-39,41-43H,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 KUKFFCSAEKBDJN-OOOKLGDUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H52O10
Molecular Weight 656.80 g/mol
Exact Mass 656.35604785 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.47
H-Bond Acceptor 10
H-Bond Donor 5
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,8R,9S,10R,11S,12S,13S,14R,24R)-7,8,9,10,11-pentahydroxy-2,12,14-trimethyl-4-prop-1-en-2-yl-23,25,26-trioxahexacyclo[11.10.1.14,22.15,22.01,6.010,24]hexacosan-8-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 + 0.9192 91.92%
Caco-2 - 0.8395 83.95%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 0.7202 72.02%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.9187 91.87%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9095 90.95%
P-glycoprotein inhibitior + 0.6045 60.45%
P-glycoprotein substrate + 0.5854 58.54%
CYP3A4 substrate + 0.7060 70.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8198 81.98%
CYP3A4 inhibition - 0.7099 70.99%
CYP2C9 inhibition - 0.7625 76.25%
CYP2C19 inhibition - 0.7704 77.04%
CYP2D6 inhibition - 0.9146 91.46%
CYP1A2 inhibition - 0.7732 77.32%
CYP2C8 inhibition + 0.7829 78.29%
CYP inhibitory promiscuity - 0.8511 85.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6193 61.93%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9089 90.89%
Skin irritation - 0.5415 54.15%
Skin corrosion - 0.9356 93.56%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6952 69.52%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5930 59.30%
skin sensitisation - 0.8699 86.99%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6831 68.31%
Acute Oral Toxicity (c) I 0.4473 44.73%
Estrogen receptor binding + 0.7620 76.20%
Androgen receptor binding + 0.7617 76.17%
Thyroid receptor binding + 0.5511 55.11%
Glucocorticoid receptor binding + 0.5930 59.30%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.6994 69.94%
Honey bee toxicity - 0.7922 79.22%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9956 99.56%

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 96.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.92% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.78% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.30% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 92.91% 90.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 90.93% 94.08%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.79% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.67% 93.04%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.51% 83.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.31% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.55% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 86.77% 91.49%
CHEMBL5028 O14672 ADAM10 86.32% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.95% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 83.91% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.81% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.72% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.42% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.77% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.73% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.07% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.85% 82.69%

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 71601112
NPASS NPC471135
ChEMBL CHEMBL2376810
LOTUS LTS0057564
wikiData Q105146192