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(3aS,6Z,10Z,11aR)-6-[(4-acetylphenoxy)methyl]-3-methylidene-10-[[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxymethyl]-3a,4,5,8,9,11a-hexahydrocyclodeca[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 817c1e32-7dd0-4dd7-ae76-06d924d7347a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name (3aS,6Z,10Z,11aR)-6-[(4-acetylphenoxy)methyl]-3-methylidene-10-[[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxymethyl]-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
SMILES (Canonical) CC(=O)C1=CC=C(C=C1)OCC2=CCCC(=CC3C(CC2)C(=C)C(=O)O3)COC4C(C(C(C(O4)OC)O)O)O
SMILES (Isomeric) CC(=O)C1=CC=C(C=C1)OC/C/2=C\CC/C(=C/[C@@H]3[C@@H](CC2)C(=C)C(=O)O3)/CO[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)OC)O)O)O
InChI InChI=1S/C29H36O10/c1-16-22-12-7-18(14-36-21-10-8-20(9-11-21)17(2)30)5-4-6-19(13-23(22)38-27(16)34)15-37-29-26(33)24(31)25(32)28(35-3)39-29/h5,8-11,13,22-26,28-29,31-33H,1,4,6-7,12,14-15H2,2-3H3/b18-5-,19-13-/t22-,23+,24+,25+,26-,28+,29-/m0/s1
InChI Key JCBLKMOSECWLKA-VGSIKMSUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O10
Molecular Weight 544.60 g/mol
Exact Mass 544.23084734 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.22
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS,6Z,10Z,11aR)-6-[(4-acetylphenoxy)methyl]-3-methylidene-10-[[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]oxymethyl]-3a,4,5,8,9,11a-hexahydrocyclodeca[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 + 0.6079 60.79%
Caco-2 - 0.8411 84.11%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8280 82.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8915 89.15%
OATP1B3 inhibitior + 0.9449 94.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9520 95.20%
P-glycoprotein inhibitior + 0.6915 69.15%
P-glycoprotein substrate - 0.5911 59.11%
CYP3A4 substrate + 0.6954 69.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.5937 59.37%
CYP2C9 inhibition - 0.7385 73.85%
CYP2C19 inhibition - 0.5242 52.42%
CYP2D6 inhibition - 0.8121 81.21%
CYP1A2 inhibition - 0.6485 64.85%
CYP2C8 inhibition + 0.8280 82.80%
CYP inhibitory promiscuity - 0.5154 51.54%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5916 59.16%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.9442 94.42%
Skin irritation - 0.7690 76.90%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7910 79.10%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.7629 76.29%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.6800 68.00%
Acute Oral Toxicity (c) III 0.4747 47.47%
Estrogen receptor binding + 0.7417 74.17%
Androgen receptor binding + 0.7014 70.14%
Thyroid receptor binding - 0.5207 52.07%
Glucocorticoid receptor binding + 0.6207 62.07%
Aromatase binding + 0.5306 53.06%
PPAR gamma + 0.6525 65.25%
Honey bee toxicity - 0.7243 72.43%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9893 98.93%

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 96.93% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.56% 97.09%
CHEMBL4208 P20618 Proteasome component C5 95.83% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.12% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.86% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.63% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.78% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.19% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.16% 95.83%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.09% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.48% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.23% 94.80%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.05% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.83% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.08% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.11% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.63% 91.07%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.70% 92.67%
CHEMBL2535 P11166 Glucose transporter 80.47% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 80.24% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.17% 94.33%

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 tamagawaensis

Cross-Links

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PubChem 163188993
LOTUS LTS0186972
wikiData Q105124704