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methyl (1S,4aS,6S,7R,7aR)-6-[(1S,4aS,7S,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-carbonyl]oxy-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 e9f2f3ca-6b5f-4733-9b8a-4cd99760ee46
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl (1S,4aS,6S,7R,7aR)-6-[(1S,4aS,7S,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-carbonyl]oxy-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)OC3CC4C(C3C)C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@H]1CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O[C@H]3C[C@H]4[C@H]([C@H]3C)[C@@H](OC=C4C(=O)OC)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C33H48O18/c1-11-4-5-13-15(9-45-30(20(11)13)50-32-26(40)24(38)22(36)18(7-34)48-32)29(43)47-17-6-14-16(28(42)44-3)10-46-31(21(14)12(17)2)51-33-27(41)25(39)23(37)19(8-35)49-33/h9-14,17-27,30-41H,4-8H2,1-3H3/t11-,12-,13+,14+,17-,18+,19+,20+,21-,22+,23+,24-,25-,26+,27+,30-,31-,32-,33-/m0/s1
InChI Key XRBMYCJLBGGMOM-DBFWXXPNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H48O18
Molecular Weight 732.70 g/mol
Exact Mass 732.28406468 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.88
H-Bond Acceptor 18
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,4aS,6S,7R,7aR)-6-[(1S,4aS,7S,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-carbonyl]oxy-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 - 0.4769 47.69%
Caco-2 - 0.8834 88.34%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7182 71.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3666 36.66%
OATP1B3 inhibitior + 0.9132 91.32%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5834 58.34%
P-glycoprotein inhibitior + 0.6274 62.74%
P-glycoprotein substrate - 0.5895 58.95%
CYP3A4 substrate + 0.6571 65.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8671 86.71%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition - 0.8846 88.46%
CYP2C19 inhibition - 0.8857 88.57%
CYP2D6 inhibition - 0.9256 92.56%
CYP1A2 inhibition - 0.8428 84.28%
CYP2C8 inhibition + 0.5867 58.67%
CYP inhibitory promiscuity - 0.9103 91.03%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6688 66.88%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9249 92.49%
Skin irritation - 0.7000 70.00%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5824 58.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7508 75.08%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.9059 90.59%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6350 63.50%
Acute Oral Toxicity (c) III 0.5517 55.17%
Estrogen receptor binding + 0.8129 81.29%
Androgen receptor binding + 0.6378 63.78%
Thyroid receptor binding - 0.5598 55.98%
Glucocorticoid receptor binding + 0.6126 61.26%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6805 68.05%
Honey bee toxicity - 0.8471 84.71%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.7427 74.27%

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 98.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.35% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.41% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.70% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.06% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 89.05% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.56% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.87% 99.17%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.43% 94.80%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.09% 86.92%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.23% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.20% 95.83%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.18% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 82.10% 94.73%
CHEMBL5028 O14672 ADAM10 81.58% 97.50%
CHEMBL4208 P20618 Proteasome component C5 80.57% 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.
Strychnos lucida

Cross-Links

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PubChem 163013906
LOTUS LTS0006585
wikiData Q105340326