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2-[(3,4-Dihydroxy-5-methoxy-6-methyloxan-2-yl)oxymethyl]-9-formyl-13-(1-hydroxypropan-2-yl)-5-methyltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

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 2e481bce-b400-424b-b2c2-7ffd03eba2cc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 2-[(3,4-dihydroxy-5-methoxy-6-methyloxan-2-yl)oxymethyl]-9-formyl-13-(1-hydroxypropan-2-yl)-5-methyltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid
SMILES (Canonical) CC1CCC2C1CC3(C4CC2(C3(C(=C4)C(C)CO)C(=O)O)C=O)COC5C(C(C(C(O5)C)OC)O)O
SMILES (Isomeric) CC1CCC2C1CC3(C4CC2(C3(C(=C4)C(C)CO)C(=O)O)C=O)COC5C(C(C(C(O5)C)OC)O)O
InChI InChI=1S/C27H40O9/c1-13-5-6-18-17(13)9-26(12-35-23-21(31)20(30)22(34-4)15(3)36-23)16-7-19(14(2)10-28)27(26,24(32)33)25(18,8-16)11-29/h7,11,13-18,20-23,28,30-31H,5-6,8-10,12H2,1-4H3,(H,32,33)
InChI Key UQEYNRBTJQXZJF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O9
Molecular Weight 508.60 g/mol
Exact Mass 508.26723285 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(3,4-Dihydroxy-5-methoxy-6-methyloxan-2-yl)oxymethyl]-9-formyl-13-(1-hydroxypropan-2-yl)-5-methyltetracyclo[7.4.0.02,11.04,8]tridec-12-ene-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7640 76.40%
Caco-2 - 0.7234 72.34%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7656 76.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8591 85.91%
OATP1B3 inhibitior + 0.9375 93.75%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7021 70.21%
BSEP inhibitior - 0.6792 67.92%
P-glycoprotein inhibitior - 0.5712 57.12%
P-glycoprotein substrate + 0.5116 51.16%
CYP3A4 substrate + 0.6945 69.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.8236 82.36%
CYP2C19 inhibition - 0.7966 79.66%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition - 0.6408 64.08%
CYP2C8 inhibition + 0.5929 59.29%
CYP inhibitory promiscuity - 0.9029 90.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6672 66.72%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9418 94.18%
Skin irritation - 0.5902 59.02%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis - 0.6078 60.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5208 52.08%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5967 59.67%
skin sensitisation - 0.8913 89.13%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8434 84.34%
Acute Oral Toxicity (c) I 0.5146 51.46%
Estrogen receptor binding + 0.6992 69.92%
Androgen receptor binding + 0.6867 68.67%
Thyroid receptor binding + 0.5384 53.84%
Glucocorticoid receptor binding + 0.6183 61.83%
Aromatase binding + 0.6722 67.22%
PPAR gamma + 0.5458 54.58%
Honey bee toxicity - 0.7501 75.01%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9742 97.42%

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 98.57% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.06% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 90.11% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.83% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.93% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.89% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.80% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.74% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.05% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.90% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.11% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.76% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.15% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.05% 93.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.99% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.89% 97.09%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.80% 94.97%
CHEMBL5028 O14672 ADAM10 81.62% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.61% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.00% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.52% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 80.13% 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.
There are no matching plants.

Cross-Links

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PubChem 163065737
LOTUS LTS0113818
wikiData Q104198662