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[9-methyl-3,6-dimethylidene-2-oxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

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 729f99e2-ef92-4251-8162-1b0bf4a8d8aa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [9-methyl-3,6-dimethylidene-2-oxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate
SMILES (Canonical) CC1C(CC2C1C3C(C(CC2=C)OC(=O)C(CC4=CC=C(C=C4)O)O)C(=C)C(=O)O3)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC1C(CC2C1C3C(C(CC2=C)OC(=O)C(CC4=CC=C(C=C4)O)O)C(=C)C(=O)O3)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C30H38O12/c1-12-8-20(39-29(38)18(33)9-15-4-6-16(32)7-5-15)23-14(3)28(37)42-27(23)22-13(2)19(10-17(12)22)40-30-26(36)25(35)24(34)21(11-31)41-30/h4-7,13,17-27,30-36H,1,3,8-11H2,2H3
InChI Key ADEUTDBYJNLORF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O12
Molecular Weight 590.60 g/mol
Exact Mass 590.23632664 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 1.10
Atomic LogP (AlogP) -0.28
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [9-methyl-3,6-dimethylidene-2-oxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,8,9,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8361 83.61%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6405 64.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7873 78.73%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6545 65.45%
P-glycoprotein inhibitior - 0.4805 48.05%
P-glycoprotein substrate + 0.5207 52.07%
CYP3A4 substrate + 0.7036 70.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.6510 65.10%
CYP2C9 inhibition - 0.8312 83.12%
CYP2C19 inhibition - 0.7846 78.46%
CYP2D6 inhibition - 0.8964 89.64%
CYP1A2 inhibition - 0.8049 80.49%
CYP2C8 inhibition + 0.6658 66.58%
CYP inhibitory promiscuity - 0.7843 78.43%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6306 63.06%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9185 91.85%
Skin irritation - 0.7158 71.58%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6947 69.47%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.7196 71.96%
skin sensitisation - 0.8176 81.76%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7308 73.08%
Acute Oral Toxicity (c) III 0.5102 51.02%
Estrogen receptor binding + 0.7906 79.06%
Androgen receptor binding + 0.6614 66.14%
Thyroid receptor binding - 0.5561 55.61%
Glucocorticoid receptor binding + 0.6373 63.73%
Aromatase binding + 0.5987 59.87%
PPAR gamma + 0.6118 61.18%
Honey bee toxicity - 0.6342 63.42%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9861 98.61%

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 97.74% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.49% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.67% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.41% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.53% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.47% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.00% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.72% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.09% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.06% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.99% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 88.17% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 87.21% 94.73%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 86.65% 96.37%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.50% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.90% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.56% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.53% 85.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.32% 97.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.32% 97.14%

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.
Ixeris repens

Cross-Links

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PubChem 14733674
LOTUS LTS0000978
wikiData Q104909515