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(3aS,4R,6R,6aR,8S,9aR,9bR)-4,6-dihydroxy-6-methyl-3,9-dimethylidene-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

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 13f0f2b6-058c-4944-adf6-cfd0eb528d70
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name (3aS,4R,6R,6aR,8S,9aR,9bR)-4,6-dihydroxy-6-methyl-3,9-dimethylidene-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H30O10/c1-7-11(29-20-17(26)16(25)15(24)12(6-22)30-20)4-9-13(7)18-14(8(2)19(27)31-18)10(23)5-21(9,3)28/h9-18,20,22-26,28H,1-2,4-6H2,3H3/t9-,10-,11+,12-,13+,14+,15-,16+,17-,18-,20-,21-/m1/s1
InChI Key GOBAOFSBAXNPFM-HUYHHDKBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O10
Molecular Weight 442.50 g/mol
Exact Mass 442.18389715 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -2.02
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS,4R,6R,6aR,8S,9aR,9bR)-4,6-dihydroxy-6-methyl-3,9-dimethylidene-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8208 82.08%
Caco-2 - 0.8429 84.29%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6334 63.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8504 85.04%
OATP1B3 inhibitior + 0.9637 96.37%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8153 81.53%
P-glycoprotein inhibitior - 0.7606 76.06%
P-glycoprotein substrate - 0.7168 71.68%
CYP3A4 substrate + 0.6702 67.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.9252 92.52%
CYP2C9 inhibition - 0.8800 88.00%
CYP2C19 inhibition - 0.8621 86.21%
CYP2D6 inhibition - 0.9235 92.35%
CYP1A2 inhibition - 0.8582 85.82%
CYP2C8 inhibition - 0.7150 71.50%
CYP inhibitory promiscuity - 0.9139 91.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6645 66.45%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9172 91.72%
Skin irritation - 0.6625 66.25%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.5628 56.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4330 43.30%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8437 84.37%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6898 68.98%
Acute Oral Toxicity (c) III 0.5109 51.09%
Estrogen receptor binding + 0.7129 71.29%
Androgen receptor binding + 0.5911 59.11%
Thyroid receptor binding - 0.5249 52.49%
Glucocorticoid receptor binding + 0.5611 56.11%
Aromatase binding + 0.6342 63.42%
PPAR gamma + 0.5923 59.23%
Honey bee toxicity - 0.6385 63.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9302 93.02%

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 97.94% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.88% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.23% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.94% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 91.79% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.59% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.90% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 89.79% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.82% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.78% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.15% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.48% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.66% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.08% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.84% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.61% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.27% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 83.12% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.03% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.69% 89.34%
CHEMBL2581 P07339 Cathepsin D 82.02% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.70% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.56% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.25% 95.83%
CHEMBL220 P22303 Acetylcholinesterase 81.13% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.05% 95.89%

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 chinensis

Cross-Links

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PubChem 163049454
LOTUS LTS0181865
wikiData Q105013616