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[(1S,4aS,6S,7R,7aS)-4-formyl-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-6-yl] (E)-3-phenylprop-2-enoate

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 78ee1dae-c491-4e78-b71d-c9efafcf3268
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(1S,4aS,6S,7R,7aS)-4-formyl-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-6-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC1(C(CC2C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C=CC4=CC=CC=C4)O
SMILES (Isomeric) C[C@@]1([C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)/C=C/C4=CC=CC=C4)O
InChI InChI=1S/C25H30O11/c1-25(32)17(35-18(28)8-7-13-5-3-2-4-6-13)9-15-14(10-26)12-33-23(19(15)25)36-24-22(31)21(30)20(29)16(11-27)34-24/h2-8,10,12,15-17,19-24,27,29-32H,9,11H2,1H3/b8-7+/t15-,16-,17+,19-,20-,21+,22-,23+,24+,25+/m1/s1
InChI Key HQYLQJHRJCBVNX-GWXCOAFXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H30O11
Molecular Weight 506.50 g/mol
Exact Mass 506.17881177 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aS,6S,7R,7aS)-4-formyl-7-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-6-yl] (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7190 71.90%
Caco-2 - 0.8855 88.55%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.9143 91.43%
Subcellular localzation Mitochondria 0.7290 72.90%
OATP2B1 inhibitior - 0.8532 85.32%
OATP1B1 inhibitior + 0.7466 74.66%
OATP1B3 inhibitior + 0.9374 93.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7917 79.17%
P-glycoprotein inhibitior - 0.5470 54.70%
P-glycoprotein substrate - 0.6241 62.41%
CYP3A4 substrate + 0.6788 67.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.9287 92.87%
CYP2C9 inhibition - 0.8445 84.45%
CYP2C19 inhibition - 0.8699 86.99%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8220 82.20%
CYP2C8 inhibition + 0.7062 70.62%
CYP inhibitory promiscuity - 0.7518 75.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6541 65.41%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9623 96.23%
Skin irritation - 0.7085 70.85%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6531 65.31%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.8064 80.64%
skin sensitisation - 0.8541 85.41%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7781 77.81%
Acute Oral Toxicity (c) III 0.4789 47.89%
Estrogen receptor binding + 0.8119 81.19%
Androgen receptor binding + 0.6073 60.73%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5881 58.81%
Aromatase binding + 0.5427 54.27%
PPAR gamma + 0.6664 66.64%
Honey bee toxicity - 0.7712 77.12%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9123 91.23%

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 98.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.44% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.32% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.56% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 95.04% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.98% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.77% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.13% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.86% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.42% 94.23%
CHEMBL4208 P20618 Proteasome component C5 89.77% 90.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.33% 95.50%
CHEMBL5028 O14672 ADAM10 88.26% 97.50%
CHEMBL2581 P07339 Cathepsin D 84.99% 98.95%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.14% 89.44%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.18% 97.36%
CHEMBL221 P23219 Cyclooxygenase-1 82.11% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.10% 99.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.39% 95.83%
CHEMBL3401 O75469 Pregnane X receptor 80.04% 94.73%

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.
Campsis grandiflora

Cross-Links

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PubChem 21633005
LOTUS LTS0026559
wikiData Q105032502