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[(1R,2R,4S,6S,7R,8S,9R,10S,11R,13S,15S,16R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-4,17-dimethyl-5-oxo-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-16-yl] acetate

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 d5b50249-131c-466d-9b7c-c09265e79f20
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
IUPAC Name [(1R,2R,4S,6S,7R,8S,9R,10S,11R,13S,15S,16R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-4,17-dimethyl-5-oxo-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-16-yl] acetate
SMILES (Canonical) CC1CC2C34C(C(C5(C(C3C(C(C(C2(C1=O)O)O)(CO)O)O)OC(O4)(O5)C6=CC=CC=C6)C(=C)C)OC(=O)C)C
SMILES (Isomeric) C[C@H]1C[C@H]2[C@@]34[C@@H]([C@H]([C@]5([C@@H]([C@@H]3[C@H]([C@]([C@H]([C@@]2(C1=O)O)O)(CO)O)O)O[C@@](O4)(O5)C6=CC=CC=C6)C(=C)C)OC(=O)C)C
InChI InChI=1S/C29H36O11/c1-13(2)27-22(37-16(5)31)15(4)28-18-11-14(3)20(32)26(18,36)24(34)25(35,12-30)21(33)19(28)23(27)38-29(39-27,40-28)17-9-7-6-8-10-17/h6-10,14-15,18-19,21-24,30,33-36H,1,11-12H2,2-5H3/t14-,15+,18+,19-,21+,22+,23+,24+,25-,26+,27-,28-,29+/m0/s1
InChI Key SEXUAJFNRBNIBX-VHVXLWAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O11
Molecular Weight 560.60 g/mol
Exact Mass 560.22576196 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.09
H-Bond Acceptor 11
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,4S,6S,7R,8S,9R,10S,11R,13S,15S,16R,17R)-6,7,8,9-tetrahydroxy-8-(hydroxymethyl)-4,17-dimethyl-5-oxo-13-phenyl-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadecan-16-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8436 84.36%
Caco-2 - 0.7985 79.85%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6491 64.91%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.8554 85.54%
OATP1B3 inhibitior + 0.9105 91.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6888 68.88%
P-glycoprotein inhibitior + 0.6290 62.90%
P-glycoprotein substrate + 0.5393 53.93%
CYP3A4 substrate + 0.6653 66.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8386 83.86%
CYP3A4 inhibition + 0.5533 55.33%
CYP2C9 inhibition - 0.7700 77.00%
CYP2C19 inhibition - 0.8100 81.00%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.8423 84.23%
CYP2C8 inhibition + 0.5410 54.10%
CYP inhibitory promiscuity - 0.7447 74.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5658 56.58%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.7024 70.24%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8175 81.75%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5393 53.93%
skin sensitisation - 0.8310 83.10%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.8671 86.71%
Acute Oral Toxicity (c) III 0.4685 46.85%
Estrogen receptor binding + 0.7642 76.42%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding + 0.6055 60.55%
Glucocorticoid receptor binding + 0.6309 63.09%
Aromatase binding + 0.6748 67.48%
PPAR gamma + 0.6000 60.00%
Honey bee toxicity - 0.7313 73.13%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9762 97.62%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.32% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.43% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.86% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.12% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.40% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.50% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.19% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 88.42% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 86.55% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.99% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.70% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 85.00% 90.17%
CHEMBL5028 O14672 ADAM10 84.97% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.77% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.03% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.71% 99.23%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.58% 94.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.47% 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 162943850
LOTUS LTS0020582
wikiData Q105251598