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[9-Acetyloxy-4,5-dihydroxy-4,10-dimethyl-8-(3-methylbut-2-enoyloxy)-7-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undecan-3-yl] 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 5ce5c1f6-a543-49b0-9dc4-7d5398c5a1f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [9-acetyloxy-4,5-dihydroxy-4,10-dimethyl-8-(3-methylbut-2-enoyloxy)-7-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undecan-3-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC2C(O2)(C(C(C(CC(C1(C)O)O)C(=C)C)OC(=O)C=C(C)C)OC(=O)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC2C(O2)(C(C(C(CC(C1(C)O)O)C(=C)C)OC(=O)C=C(C)C)OC(=O)C)C
InChI InChI=1S/C27H40O9/c1-10-16(6)25(31)34-20-13-21-27(9,36-21)24(33-17(7)28)23(35-22(30)11-14(2)3)18(15(4)5)12-19(29)26(20,8)32/h10-11,18-21,23-24,29,32H,4,12-13H2,1-3,5-9H3
InChI Key CUYRNLRAWLCKKM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O9
Molecular Weight 508.60 g/mol
Exact Mass 508.26723285 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [9-Acetyloxy-4,5-dihydroxy-4,10-dimethyl-8-(3-methylbut-2-enoyloxy)-7-prop-1-en-2-yl-11-oxabicyclo[8.1.0]undecan-3-yl] 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 + 0.9453 94.53%
Caco-2 - 0.6941 69.41%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5943 59.43%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8940 89.40%
OATP1B3 inhibitior + 0.9052 90.52%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9228 92.28%
P-glycoprotein inhibitior + 0.7452 74.52%
P-glycoprotein substrate - 0.5566 55.66%
CYP3A4 substrate + 0.6815 68.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8938 89.38%
CYP3A4 inhibition - 0.6829 68.29%
CYP2C9 inhibition - 0.7725 77.25%
CYP2C19 inhibition - 0.7145 71.45%
CYP2D6 inhibition - 0.9223 92.23%
CYP1A2 inhibition - 0.7334 73.34%
CYP2C8 inhibition + 0.4466 44.66%
CYP inhibitory promiscuity - 0.9739 97.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Non-required 0.6309 63.09%
Eye corrosion - 0.9806 98.06%
Eye irritation - 0.8898 88.98%
Skin irritation - 0.6259 62.59%
Skin corrosion - 0.9171 91.71%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5144 51.44%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.6864 68.64%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5574 55.74%
Acute Oral Toxicity (c) III 0.4327 43.27%
Estrogen receptor binding + 0.7439 74.39%
Androgen receptor binding + 0.5687 56.87%
Thyroid receptor binding + 0.5134 51.34%
Glucocorticoid receptor binding + 0.7203 72.03%
Aromatase binding + 0.6528 65.28%
PPAR gamma + 0.6138 61.38%
Honey bee toxicity - 0.4756 47.56%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5945 59.45%
Fish aquatic toxicity + 0.9682 96.82%

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 98.01% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.50% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 94.46% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.13% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.83% 91.24%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.60% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.57% 89.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.43% 97.47%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.49% 92.94%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.10% 82.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.58% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.25% 93.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.53% 96.61%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.44% 97.28%
CHEMBL2581 P07339 Cathepsin D 83.75% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.70% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.43% 95.50%
CHEMBL2061 P19793 Retinoid X receptor alpha 83.22% 91.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.19% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.93% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.71% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.78% 89.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.36% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.23% 93.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.14% 89.34%

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.
Kleinia galpinii

Cross-Links

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PubChem 163022212
LOTUS LTS0236496
wikiData Q104970589