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[(1R,2S,6S,8R,10S,11R,12S,13R,16R,17R,19S,20R)-17-acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icosan-19-yl] (E)-2-methylbut-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 7645fb0a-5820-4662-9784-269c48a4f6c1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
IUPAC Name [(1R,2S,6S,8R,10S,11R,12S,13R,16R,17R,19S,20R)-17-acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icosan-19-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C4CC(OC5CC(C(C5C4(C3O)C)C)C6=COC=C6)OC)C)C)OC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]4CC(O[C@H]5C[C@H](C([C@H]5[C@@]4([C@@H]3O)C)C)C6=COC=C6)OC)C)C)OC(=O)C
InChI InChI=1S/C34H48O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23-13-26(38-8)42-22-12-21(20-10-11-39-15-20)18(3)27(22)34(23,7)30(28)36/h9-11,15,18,21-30,36H,12-14,16H2,1-8H3/b17-9+/t18?,21-,22+,23-,24-,25+,26?,27-,28-,29+,30-,32-,33+,34-/m1/s1
InChI Key AOZKPYNHVKLJJH-MLACOVEVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H48O9
Molecular Weight 600.70 g/mol
Exact Mass 600.32983310 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.02
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,6S,8R,10S,11R,12S,13R,16R,17R,19S,20R)-17-acetyloxy-8-(furan-3-yl)-12-hydroxy-4-methoxy-1,9,11,16-tetramethyl-5,14-dioxapentacyclo[11.6.1.02,11.06,10.016,20]icosan-19-yl] (E)-2-methylbut-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 + 0.9883 98.83%
Caco-2 - 0.7758 77.58%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7626 76.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7281 72.81%
OATP1B3 inhibitior + 0.9056 90.56%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9878 98.78%
P-glycoprotein inhibitior + 0.7656 76.56%
P-glycoprotein substrate + 0.5841 58.41%
CYP3A4 substrate + 0.7186 71.86%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8876 88.76%
CYP3A4 inhibition - 0.5145 51.45%
CYP2C9 inhibition - 0.7701 77.01%
CYP2C19 inhibition - 0.8250 82.50%
CYP2D6 inhibition - 0.9518 95.18%
CYP1A2 inhibition - 0.8183 81.83%
CYP2C8 inhibition + 0.7677 76.77%
CYP inhibitory promiscuity - 0.7769 77.69%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4608 46.08%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.6837 68.37%
Skin corrosion - 0.9510 95.10%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7409 74.09%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8602 86.02%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6600 66.00%
Acute Oral Toxicity (c) I 0.5658 56.58%
Estrogen receptor binding + 0.8255 82.55%
Androgen receptor binding + 0.6888 68.88%
Thyroid receptor binding + 0.5235 52.35%
Glucocorticoid receptor binding + 0.7056 70.56%
Aromatase binding + 0.6748 67.48%
PPAR gamma + 0.7474 74.74%
Honey bee toxicity - 0.6999 69.99%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9966 99.66%

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 97.43% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.94% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.19% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.50% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.32% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.59% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.59% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.85% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.01% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.86% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.57% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.25% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.10% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.08% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 83.80% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 82.43% 91.19%

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.
Munronia pinnata

Cross-Links

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PubChem 122178843
LOTUS LTS0211395
wikiData Q104916099