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7-[[4-[[4-Carboxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]methoxycarbonyl]-3-hydroxybenzoyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-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 dcc986d6-511e-4f57-9893-4d320b7b9275
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 7-[[4-[[4-carboxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]methoxycarbonyl]-3-hydroxybenzoyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical) C1CC2C(C1COC(=O)C3=CC(=C(C=C3)C(=O)OCC4CCC5C4C(OC=C5C(=O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C(OC=C2C(=O)O)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C1CC2C(C1COC(=O)C3=CC(=C(C=C3)C(=O)OCC4CCC5C4C(OC=C5C(=O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C(OC=C2C(=O)O)OC7C(C(C(C(O7)CO)O)O)O
InChI InChI=1S/C40H50O23/c41-8-23-27(44)29(46)31(48)39(60-23)62-37-25-15(2-4-17(25)20(12-58-37)33(50)51)10-56-35(54)14-1-6-19(22(43)7-14)36(55)57-11-16-3-5-18-21(34(52)53)13-59-38(26(16)18)63-40-32(49)30(47)28(45)24(9-42)61-40/h1,6-7,12-13,15-18,23-32,37-49H,2-5,8-11H2,(H,50,51)(H,52,53)
InChI Key UYRSWYUQMZHXIM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H50O23
Molecular Weight 898.80 g/mol
Exact Mass 898.27428784 g/mol
Topological Polar Surface Area (TPSA) 365.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.73
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[[4-[[4-Carboxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]methoxycarbonyl]-3-hydroxybenzoyl]oxymethyl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-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 + 0.5889 58.89%
Caco-2 - 0.8678 86.78%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7554 75.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7540 75.40%
OATP1B3 inhibitior + 0.9491 94.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9474 94.74%
P-glycoprotein inhibitior + 0.7329 73.29%
P-glycoprotein substrate - 0.7048 70.48%
CYP3A4 substrate + 0.5949 59.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8737 87.37%
CYP3A4 inhibition - 0.8818 88.18%
CYP2C9 inhibition - 0.8276 82.76%
CYP2C19 inhibition - 0.6605 66.05%
CYP2D6 inhibition - 0.8399 83.99%
CYP1A2 inhibition - 0.5965 59.65%
CYP2C8 inhibition + 0.6914 69.14%
CYP inhibitory promiscuity - 0.8136 81.36%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6923 69.23%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.8073 80.73%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis - 0.6111 61.11%
Human Ether-a-go-go-Related Gene inhibition + 0.7753 77.53%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7603 76.03%
skin sensitisation - 0.8165 81.65%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8084 80.84%
Acute Oral Toxicity (c) III 0.4397 43.97%
Estrogen receptor binding + 0.7280 72.80%
Androgen receptor binding + 0.6982 69.82%
Thyroid receptor binding + 0.5648 56.48%
Glucocorticoid receptor binding + 0.6457 64.57%
Aromatase binding - 0.5118 51.18%
PPAR gamma + 0.7411 74.11%
Honey bee toxicity - 0.8667 86.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6950 69.50%
Fish aquatic toxicity + 0.9554 95.54%

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 98.19% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.09% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 92.57% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.30% 96.09%
CHEMBL3194 P02766 Transthyretin 90.10% 90.71%
CHEMBL5255 O00206 Toll-like receptor 4 89.57% 92.50%
CHEMBL4208 P20618 Proteasome component C5 89.31% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.98% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.44% 99.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.94% 96.61%
CHEMBL2581 P07339 Cathepsin D 85.35% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.26% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.12% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.79% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.69% 90.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.41% 92.94%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.43% 83.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.05% 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.
Fagraea blumei

Cross-Links

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PubChem 85166099
LOTUS LTS0242007
wikiData Q105281886