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Lychnostatin 1

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 805fa59e-25cf-4ee9-b5ab-3213f3d604bb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
IUPAC Name [(3aR,4S,6R,10S,11S,11aS)-6-acetyloxy-11-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate
SMILES (Canonical) CC1CCC(=O)C(CC(C2C(C1O)OC(=O)C2=C)OC(=O)C(=C)C)(C)OC(=O)C
SMILES (Isomeric) C[C@H]1CCC(=O)[C@](C[C@@H]([C@@H]2[C@@H]([C@H]1O)OC(=O)C2=C)OC(=O)C(=C)C)(C)OC(=O)C
InChI InChI=1S/C21H28O8/c1-10(2)19(25)27-14-9-21(6,29-13(5)22)15(23)8-7-11(3)17(24)18-16(14)12(4)20(26)28-18/h11,14,16-18,24H,1,4,7-9H2,2-3,5-6H3/t11-,14-,16+,17-,18-,21+/m0/s1
InChI Key OLFNVRXCVQOTPN-ZBTOSGMISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H28O8
Molecular Weight 408.40 g/mol
Exact Mass 408.17841785 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.64
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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128700-83-4
[(3aR,4S,6R,10S,11S,11aS)-6-acetyloxy-11-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-4-yl] 2-methylprop-2-enoate
CHEBI:66601
DTXSID70155970
2-Propenoic acid, 2-methyl-, 6-(acetyloxy)dodecahydro-11-hydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca(b)furan-4-yl ester, (3aR-(3aR*,4S*,6R*,10S*,11S*,11aS*))-
(3aR,4S,6R,10S,11S,11aS)-6-(acetyloxy)-11-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxododecahydrocyclodeca[b]furan-4-yl 2-methylprop-2-enoate
2-propenoic acid, 2-methyl-, (3aR,4S,6R,10S,11S,11aS)-6-(acetyloxy)dodecahydro-11-hydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester
((3aR,4S,6R,10S,11S,11aS)-6-acetyloxy-11-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca(b)furan-4-yl) 2-methylprop-2-enoate
(3aR,4S,6R,10S,11S,11aS)-6-(acetyloxy)-11-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxododecahydrocyclodeca(b)furan-4-yl 2-methylprop-2-enoate
2-Propenoic acid, 2-methyl-, (3aR,4S,6R,10S,11S,11aS)-6-(acetyloxy)dodecahydro-11-hydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca(b)furan-4-yl ester
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Lychnostatin 1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9750 97.50%
Caco-2 + 0.4922 49.22%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7223 72.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9033 90.33%
OATP1B3 inhibitior - 0.2654 26.54%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6342 63.42%
BSEP inhibitior - 0.5563 55.63%
P-glycoprotein inhibitior - 0.4847 48.47%
P-glycoprotein substrate - 0.6590 65.90%
CYP3A4 substrate + 0.6709 67.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8826 88.26%
CYP3A4 inhibition - 0.6676 66.76%
CYP2C9 inhibition - 0.7366 73.66%
CYP2C19 inhibition - 0.6607 66.07%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition + 0.7866 78.66%
CYP2C8 inhibition + 0.4617 46.17%
CYP inhibitory promiscuity - 0.9518 95.18%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5767 57.67%
Eye corrosion - 0.9817 98.17%
Eye irritation - 0.8785 87.85%
Skin irritation + 0.5750 57.50%
Skin corrosion - 0.9047 90.47%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4207 42.07%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8308 83.08%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7257 72.57%
Acute Oral Toxicity (c) III 0.3378 33.78%
Estrogen receptor binding + 0.7109 71.09%
Androgen receptor binding + 0.6592 65.92%
Thyroid receptor binding + 0.5319 53.19%
Glucocorticoid receptor binding + 0.6749 67.49%
Aromatase binding + 0.5371 53.71%
PPAR gamma + 0.6701 67.01%
Honey bee toxicity - 0.6982 69.82%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9912 99.12%

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 98.35% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.93% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.26% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.98% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.30% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.05% 96.09%
CHEMBL2581 P07339 Cathepsin D 86.32% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.35% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 84.12% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.88% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.14% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.92% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 131021
LOTUS LTS0227112
wikiData Q27135216