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methyl 7-[[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-4a-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate

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 f17c6ef1-24bb-450e-b5b2-d48802ab6964
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl 7-[[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-4a-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) COC(=O)C1=COC(C2C1(CC=C2COC3(C(C(C(O3)CO)O)O)CO)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) COC(=O)C1=COC(C2C1(CC=C2COC3(C(C(C(O3)CO)O)O)CO)O)OC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C23H34O16/c1-34-19(32)10-7-35-20(38-21-17(30)16(29)14(27)11(4-24)37-21)13-9(2-3-22(10,13)33)6-36-23(8-26)18(31)15(28)12(5-25)39-23/h2,7,11-18,20-21,24-31,33H,3-6,8H2,1H3
InChI Key CHCDBRSQCZASOU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H34O16
Molecular Weight 566.50 g/mol
Exact Mass 566.18468499 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP -4.20
Atomic LogP (AlogP) -5.29
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 7-[[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-4a-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6500 65.00%
Caco-2 - 0.8903 89.03%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7412 74.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8084 80.84%
OATP1B3 inhibitior + 0.9648 96.48%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5948 59.48%
P-glycoprotein inhibitior - 0.5813 58.13%
P-glycoprotein substrate - 0.5711 57.11%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8627 86.27%
CYP3A4 inhibition - 0.9720 97.20%
CYP2C9 inhibition - 0.9350 93.50%
CYP2C19 inhibition - 0.8594 85.94%
CYP2D6 inhibition - 0.9076 90.76%
CYP1A2 inhibition - 0.9207 92.07%
CYP2C8 inhibition + 0.5762 57.62%
CYP inhibitory promiscuity - 0.8997 89.97%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5997 59.97%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9302 93.02%
Skin irritation - 0.7552 75.52%
Skin corrosion - 0.9483 94.83%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8118 81.18%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7574 75.74%
skin sensitisation - 0.8619 86.19%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5722 57.22%
Acute Oral Toxicity (c) III 0.3751 37.51%
Estrogen receptor binding + 0.7111 71.11%
Androgen receptor binding + 0.6291 62.91%
Thyroid receptor binding - 0.5191 51.91%
Glucocorticoid receptor binding + 0.5626 56.26%
Aromatase binding + 0.7171 71.71%
PPAR gamma + 0.5294 52.94%
Honey bee toxicity - 0.7482 74.82%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.6792 67.92%

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 98.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.35% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.10% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.18% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.87% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.52% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.64% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 87.62% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 86.04% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.59% 91.24%
CHEMBL4208 P20618 Proteasome component C5 83.90% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.71% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.38% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.01% 99.17%
CHEMBL5028 O14672 ADAM10 82.26% 97.50%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.47% 97.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.35% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.34% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.87% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.66% 90.17%

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 162918272
LOTUS LTS0216780
wikiData Q104958627