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methyl 7-hydroxy-7-[[7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,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 c34a5076-79aa-49e6-a4da-d1de7ab79754
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl 7-hydroxy-7-[[7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1(CCC2C1C(OC=C2C(=O)OCC3(C=CC4C3C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) CC1(CCC2C1C(OC=C2C(=O)OCC3(C=CC4C3C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
InChI InChI=1S/C33H46O20/c1-32(44)5-3-12-15(10-47-28(18(12)32)52-30-24(40)22(38)20(36)16(7-34)50-30)27(43)49-11-33(45)6-4-13-14(26(42)46-2)9-48-29(19(13)33)53-31-25(41)23(39)21(37)17(8-35)51-31/h4,6,9-10,12-13,16-25,28-31,34-41,44-45H,3,5,7-8,11H2,1-2H3
InChI Key OPUOJUNLPSQCAF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H46O20
Molecular Weight 762.70 g/mol
Exact Mass 762.25824385 g/mol
Topological Polar Surface Area (TPSA) 310.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -4.87
H-Bond Acceptor 20
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 7-hydroxy-7-[[7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carbonyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,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 + 0.6160 61.60%
Caco-2 - 0.8883 88.83%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7110 71.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7903 79.03%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7125 71.25%
BSEP inhibitior - 0.7403 74.03%
P-glycoprotein inhibitior + 0.6751 67.51%
P-glycoprotein substrate - 0.6162 61.62%
CYP3A4 substrate + 0.7101 71.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8729 87.29%
CYP3A4 inhibition - 0.9196 91.96%
CYP2C9 inhibition - 0.8944 89.44%
CYP2C19 inhibition - 0.9150 91.50%
CYP2D6 inhibition - 0.9300 93.00%
CYP1A2 inhibition - 0.8986 89.86%
CYP2C8 inhibition + 0.6795 67.95%
CYP inhibitory promiscuity - 0.9429 94.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6396 63.96%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.6253 62.53%
Skin corrosion - 0.9282 92.82%
Ames mutagenesis - 0.6111 61.11%
Human Ether-a-go-go-Related Gene inhibition + 0.7917 79.17%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8996 89.96%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5475 54.75%
Acute Oral Toxicity (c) III 0.4292 42.92%
Estrogen receptor binding + 0.8242 82.42%
Androgen receptor binding + 0.7103 71.03%
Thyroid receptor binding - 0.5169 51.69%
Glucocorticoid receptor binding + 0.6431 64.31%
Aromatase binding + 0.5665 56.65%
PPAR gamma + 0.7137 71.37%
Honey bee toxicity - 0.8160 81.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.6668 66.68%

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 99.34% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.13% 91.11%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 91.77% 95.83%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.21% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.20% 95.89%
CHEMBL4208 P20618 Proteasome component C5 88.68% 90.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.60% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.33% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.88% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.69% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 85.93% 94.45%
CHEMBL5028 O14672 ADAM10 85.87% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.04% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.81% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 82.78% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.74% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.64% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.69% 95.93%

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.
Catunaregam spinosa

Cross-Links

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PubChem 78200741
LOTUS LTS0010965
wikiData Q104193601