PlantaeDB Logo
Login Sign-up

[(3aR,4R,6aR,9aR,9bR)-9-methyl-3,6-dimethylidene-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] (2R)-2-hydroxy-3-methylbutanoate

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

Top
Internal ID 796dd87b-9eab-4ed6-9b41-ed8061583224
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
IUPAC Name [(3aR,4R,6aR,9aR,9bR)-9-methyl-3,6-dimethylidene-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] (2R)-2-hydroxy-3-methylbutanoate
SMILES (Canonical) CC1=C(CC2C1C3C(C(CC2=C)OC(=O)C(C(C)C)O)C(=C)C(=O)O3)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) CC1=C(C[C@@H]2[C@H]1[C@@H]3[C@@H]([C@@H](CC2=C)OC(=O)[C@@H](C(C)C)O)C(=C)C(=O)O3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C26H36O11/c1-9(2)19(28)25(33)34-15-6-10(3)13-7-14(11(4)17(13)23-18(15)12(5)24(32)37-23)35-26-22(31)21(30)20(29)16(8-27)36-26/h9,13,15-23,26-31H,3,5-8H2,1-2,4H3/t13-,15+,16+,17-,18+,19+,20+,21-,22+,23+,26+/m0/s1
InChI Key ZWQFMPTUVWOYAB-HLZCITTPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H36O11
Molecular Weight 524.60 g/mol
Exact Mass 524.22576196 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.30
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3aR,4R,6aR,9aR,9bR)-9-methyl-3,6-dimethylidene-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] (2R)-2-hydroxy-3-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7304 73.04%
Caco-2 - 0.8381 83.81%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7614 76.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8520 85.20%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5628 56.28%
P-glycoprotein inhibitior - 0.5267 52.67%
P-glycoprotein substrate - 0.6063 60.63%
CYP3A4 substrate + 0.6668 66.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8886 88.86%
CYP3A4 inhibition - 0.7211 72.11%
CYP2C9 inhibition - 0.7895 78.95%
CYP2C19 inhibition - 0.8264 82.64%
CYP2D6 inhibition - 0.9158 91.58%
CYP1A2 inhibition - 0.8124 81.24%
CYP2C8 inhibition - 0.6285 62.85%
CYP inhibitory promiscuity - 0.8873 88.73%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6946 69.46%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.7096 70.96%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4724 47.24%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7468 74.68%
skin sensitisation - 0.8467 84.67%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6634 66.34%
Acute Oral Toxicity (c) III 0.5782 57.82%
Estrogen receptor binding + 0.7199 71.99%
Androgen receptor binding + 0.6163 61.63%
Thyroid receptor binding - 0.5249 52.49%
Glucocorticoid receptor binding + 0.5548 55.48%
Aromatase binding + 0.5343 53.43%
PPAR gamma + 0.5199 51.99%
Honey bee toxicity - 0.7018 70.18%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7450 74.50%
Fish aquatic toxicity + 0.9633 96.33%

Targets

Top

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.09% 85.14%
CHEMBL220 P22303 Acetylcholinesterase 98.91% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.86% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.19% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.98% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.18% 96.47%
CHEMBL2996 Q05655 Protein kinase C delta 88.18% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 87.14% 90.17%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 86.56% 96.37%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.46% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.01% 97.25%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.86% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.76% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 84.50% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.80% 99.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.77% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.32% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.29% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.75% 97.36%

Plants that contains it

Top
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 stolonifera

Cross-Links

Top
PubChem 162946444
LOTUS LTS0106070
wikiData Q105385149