[7-(Furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-5,15,19-trioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-9-yl] acetate

Details

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Internal ID cbdea31c-0a81-4633-878b-9b53e09beff4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [7-(furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-5,15,19-trioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-9-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2C3(C=CC(=O)OC(C3(C(=O)C(C2(C45C1(C(OC(=O)C4O5)C6=COC=C6)C)C)(O)OC)O)(C)C)C
SMILES (Isomeric) CC(=O)OC1CC2C3(C=CC(=O)OC(C3(C(=O)C(C2(C45C1(C(OC(=O)C4O5)C6=COC=C6)C)C)(O)OC)O)(C)C)C
InChI InChI=1S/C29H34O12/c1-14(30)38-17-12-16-24(4)10-8-18(31)40-23(2,3)27(24,34)22(33)29(35,36-7)26(16,6)28-20(41-28)21(32)39-19(25(17,28)5)15-9-11-37-13-15/h8-11,13,16-17,19-20,34-35H,12H2,1-7H3
InChI Key UGIALCLCCRVTNG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O12
Molecular Weight 574.60 g/mol
Exact Mass 574.20502652 g/mol
Topological Polar Surface Area (TPSA) 171.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.53
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [7-(Furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-5,15,19-trioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-9-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 + 0.9081 90.81%
Caco-2 - 0.7667 76.67%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6086 60.86%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior - 0.3275 32.75%
OATP1B3 inhibitior + 0.8975 89.75%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8437 84.37%
P-glycoprotein inhibitior + 0.7546 75.46%
P-glycoprotein substrate + 0.5819 58.19%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8799 87.99%
CYP3A4 inhibition + 0.8256 82.56%
CYP2C9 inhibition - 0.7821 78.21%
CYP2C19 inhibition - 0.7771 77.71%
CYP2D6 inhibition - 0.8717 87.17%
CYP1A2 inhibition - 0.9051 90.51%
CYP2C8 inhibition + 0.6485 64.85%
CYP inhibitory promiscuity - 0.6921 69.21%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4929 49.29%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.8785 87.85%
Skin irritation - 0.7358 73.58%
Skin corrosion - 0.9075 90.75%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6821 68.21%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5051 50.51%
skin sensitisation - 0.8171 81.71%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5922 59.22%
Acute Oral Toxicity (c) I 0.4028 40.28%
Estrogen receptor binding + 0.7992 79.92%
Androgen receptor binding + 0.7721 77.21%
Thyroid receptor binding + 0.6509 65.09%
Glucocorticoid receptor binding + 0.7767 77.67%
Aromatase binding + 0.7170 71.70%
PPAR gamma + 0.6734 67.34%
Honey bee toxicity - 0.7477 74.77%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9482 94.82%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.58% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.55% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.47% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 94.19% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.18% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.02% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.40% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.44% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.13% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.86% 91.19%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.69% 94.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.37% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.88% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.55% 100.00%

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.
Harrisonia abyssinica

Cross-Links

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PubChem 163017829
LOTUS LTS0148205
wikiData Q105272349