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(4E,8E,11S)-17-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-15-hydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),4,8,15,17-pentaene-3,13-dione

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 481c64b7-7159-4dc7-9f98-e5da97f96cb2
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (4S,6E,10E)-16-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-18-hydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),6,10,15,17-pentaene-2,12-dione
SMILES (Canonical) CC1CC=CCCC=CC(=O)CC2=C(C(=CC(=C2)OC3C(C(C(O3)CO)O)O)O)C(=O)O1
SMILES (Isomeric) C[C@H]1C/C=C/CC/C=C/C(=O)CC2=C(C(=CC(=C2)OC3C(C(C(O3)CO)O)O)O)C(=O)O1
InChI InChI=1S/C23H28O9/c1-13-7-5-3-2-4-6-8-15(25)9-14-10-16(11-17(26)19(14)22(29)30-13)31-23-21(28)20(27)18(12-24)32-23/h3,5-6,8,10-11,13,18,20-21,23-24,26-28H,2,4,7,9,12H2,1H3/b5-3+,8-6+/t13-,18?,20?,21?,23?/m0/s1
InChI Key CNLXHVSPNBJADX-IYXVUPLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H28O9
Molecular Weight 448.50 g/mol
Exact Mass 448.17333247 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.16
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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(4E,8E,11S)-17-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-15-hydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),4,8,15,17-pentaene-3,13-dione
1H-2-Benzoxacyclotetradecin-1,11(12H)-dione, 3,4,7,8-tetrahydro-16-hydroxy-3-methyl-14-(pentofuranosyloxy)-, (3S)-

2D Structure

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2D Structure of (4E,8E,11S)-17-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-15-hydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),4,8,15,17-pentaene-3,13-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8290 82.90%
Caco-2 - 0.8469 84.69%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8298 82.98%
OATP2B1 inhibitior - 0.8522 85.22%
OATP1B1 inhibitior + 0.8942 89.42%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6065 60.65%
P-glycoprotein inhibitior - 0.5667 56.67%
P-glycoprotein substrate - 0.8250 82.50%
CYP3A4 substrate + 0.6159 61.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8806 88.06%
CYP3A4 inhibition - 0.8280 82.80%
CYP2C9 inhibition - 0.8506 85.06%
CYP2C19 inhibition - 0.7506 75.06%
CYP2D6 inhibition - 0.9114 91.14%
CYP1A2 inhibition - 0.5642 56.42%
CYP2C8 inhibition - 0.7113 71.13%
CYP inhibitory promiscuity - 0.8564 85.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.6106 61.06%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9336 93.36%
Skin irritation - 0.7921 79.21%
Skin corrosion - 0.9541 95.41%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3660 36.60%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.7902 79.02%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5695 56.95%
Acute Oral Toxicity (c) III 0.5509 55.09%
Estrogen receptor binding + 0.7305 73.05%
Androgen receptor binding - 0.4936 49.36%
Thyroid receptor binding - 0.6101 61.01%
Glucocorticoid receptor binding + 0.7004 70.04%
Aromatase binding + 0.5960 59.60%
PPAR gamma + 0.5770 57.70%
Honey bee toxicity - 0.8008 80.08%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9802 98.02%

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 98.94% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 97.22% 96.21%
CHEMBL2581 P07339 Cathepsin D 94.63% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.42% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.17% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 92.42% 94.73%
CHEMBL4208 P20618 Proteasome component C5 92.36% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.76% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.71% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.46% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.83% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.87% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 86.40% 91.49%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.29% 96.95%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 85.96% 80.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.66% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.53% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.08% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.69% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.04% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.70% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.40% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.71% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.58% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.11% 100.00%

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 6478917
LOTUS LTS0085214
wikiData Q105102887