11-Methylforsythide

Details

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Internal ID 8f2d5762-8c9d-40dd-9f32-5ed83fbf3bd4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name (1S,4aS,7S,7aS)-4-methoxycarbonyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-carboxylic acid
SMILES (Canonical) COC(=O)C1=COC(C2C1CCC2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC[C@@H]2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C17H24O11/c1-25-15(24)8-5-26-16(10-6(8)2-3-7(10)14(22)23)28-17-13(21)12(20)11(19)9(4-18)27-17/h5-7,9-13,16-21H,2-4H2,1H3,(H,22,23)/t6-,7+,9-,10+,11-,12+,13-,16+,17+/m1/s1
InChI Key RLCWEUBIDIWNEA-JACXBSBZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C17H24O11
Molecular Weight 404.40 g/mol
Exact Mass 404.13186158 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.06
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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MEGxp0_000630
ACon1_000329
AKOS040763277
NCGC00169180-01
NCGC00169180-03
159598-00-2
NCGC00169180-03_C17H24O11_Cyclopenta[c]pyran-4,7-dicarboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-, 4-methyl ester, (1S,4aS,7S,7aS)-

2D Structure

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2D Structure of 11-Methylforsythide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5277 52.77%
Caco-2 - 0.8877 88.77%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7756 77.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7142 71.42%
OATP1B3 inhibitior + 0.9658 96.58%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.9385 93.85%
P-glycoprotein inhibitior - 0.8716 87.16%
P-glycoprotein substrate - 0.8446 84.46%
CYP3A4 substrate + 0.6006 60.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8739 87.39%
CYP3A4 inhibition - 0.9435 94.35%
CYP2C9 inhibition - 0.8551 85.51%
CYP2C19 inhibition - 0.8663 86.63%
CYP2D6 inhibition - 0.9049 90.49%
CYP1A2 inhibition - 0.8463 84.63%
CYP2C8 inhibition - 0.6005 60.05%
CYP inhibitory promiscuity - 0.8337 83.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6518 65.18%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9517 95.17%
Skin irritation - 0.7685 76.85%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5984 59.84%
Micronuclear - 0.7141 71.41%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8913 89.13%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5469 54.69%
Acute Oral Toxicity (c) III 0.5039 50.39%
Estrogen receptor binding + 0.6133 61.33%
Androgen receptor binding + 0.5650 56.50%
Thyroid receptor binding - 0.6159 61.59%
Glucocorticoid receptor binding - 0.6959 69.59%
Aromatase binding - 0.6887 68.87%
PPAR gamma - 0.5684 56.84%
Honey bee toxicity - 0.9031 90.31%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.6018 60.18%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.31% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.39% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.47% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 86.47% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.15% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 85.89% 83.82%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.79% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.20% 85.14%
CHEMBL2581 P07339 Cathepsin D 81.17% 98.95%
CHEMBL5028 O14672 ADAM10 80.38% 97.50%

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.
Forsythia europaea

Cross-Links

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PubChem 23928114
LOTUS LTS0118528
wikiData Q105239819