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[(2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]decan-5-yl] (1S,4aS,7R,7aR)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[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 6686362c-39ce-4f96-85da-6973f47fe18a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name [(2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]decan-5-yl] (1S,4aS,7R,7aR)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1CCC2C1C(OC=C2C(=O)OC3C4CCOC(C4C5(C3O5)CO)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@H]1CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O[C@H]3[C@@H]4CCO[C@H](C4[C@@]5([C@H]3O5)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C31H46O18/c1-10-2-3-11-13(8-43-27(16(10)11)47-29-22(39)20(37)18(35)14(6-32)44-29)26(41)46-24-12-4-5-42-28(17(12)31(9-34)25(24)49-31)48-30-23(40)21(38)19(36)15(7-33)45-30/h8,10-12,14-25,27-30,32-40H,2-7,9H2,1H3/t10-,11-,12-,14-,15-,16-,17?,18-,19-,20+,21+,22-,23-,24+,25+,27+,28+,29+,30+,31-/m1/s1
InChI Key JFUHCGVURJQGTM-KMYIXWBWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H46O18
Molecular Weight 706.70 g/mol
Exact Mass 706.26841461 g/mol
Topological Polar Surface Area (TPSA) 276.00 Ų
XlogP -2.90
Atomic LogP (AlogP) -4.44
H-Bond Acceptor 18
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 [(2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]decan-5-yl] (1S,4aS,7R,7aR)-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[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 + 0.6710 67.10%
Caco-2 - 0.8924 89.24%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7678 76.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7365 73.65%
OATP1B3 inhibitior + 0.9092 90.92%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7346 73.46%
BSEP inhibitior + 0.6527 65.27%
P-glycoprotein inhibitior + 0.5894 58.94%
P-glycoprotein substrate - 0.5470 54.70%
CYP3A4 substrate + 0.6903 69.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.9716 97.16%
CYP2C9 inhibition - 0.8536 85.36%
CYP2C19 inhibition - 0.8643 86.43%
CYP2D6 inhibition - 0.9173 91.73%
CYP1A2 inhibition - 0.8359 83.59%
CYP2C8 inhibition + 0.6011 60.11%
CYP inhibitory promiscuity - 0.8918 89.18%
UGT catelyzed - 0.6638 66.38%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6639 66.39%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9275 92.75%
Skin irritation - 0.6603 66.03%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.6902 69.02%
Human Ether-a-go-go-Related Gene inhibition + 0.7884 78.84%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6449 64.49%
skin sensitisation - 0.8719 87.19%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.5980 59.80%
Acute Oral Toxicity (c) I 0.5292 52.92%
Estrogen receptor binding + 0.7776 77.76%
Androgen receptor binding + 0.6626 66.26%
Thyroid receptor binding - 0.5849 58.49%
Glucocorticoid receptor binding - 0.4805 48.05%
Aromatase binding + 0.5732 57.32%
PPAR gamma + 0.6510 65.10%
Honey bee toxicity - 0.7636 76.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8660 86.60%

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 98.35% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.96% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.88% 96.61%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.09% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 95.94% 83.82%
CHEMBL2581 P07339 Cathepsin D 94.91% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.72% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 93.79% 94.80%
CHEMBL5255 O00206 Toll-like receptor 4 90.77% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.53% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.13% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.86% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.67% 96.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.75% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.67% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.65% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.43% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 81.22% 95.93%
CHEMBL5028 O14672 ADAM10 80.27% 97.50%
CHEMBL4208 P20618 Proteasome component C5 80.22% 90.00%

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.
Argylia radiata

Cross-Links

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PubChem 101637170
LOTUS LTS0096705
wikiData Q105127027