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[(3S,3aR,4S,9aS,9bR)-3,6-dimethyl-2,7-dioxo-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-[(3aS,5R)-8-(hydroxymethyl)-3-methyl-1-oxo-4,5,6,7-tetrahydro-3aH-azulen-5-yl]prop-2-enoate

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 44b15afc-c67d-432c-b2a9-f9c3c9481bbf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(3S,3aR,4S,9aS,9bR)-3,6-dimethyl-2,7-dioxo-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-[(3aS,5R)-8-(hydroxymethyl)-3-methyl-1-oxo-4,5,6,7-tetrahydro-3aH-azulen-5-yl]prop-2-enoate
SMILES (Canonical) CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)COC4C(C(C(C(O4)CO)O)O)O)C)OC(=O)C(=C)C5CCC(=C6C(C5)C(=CC6=O)C)CO
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H](CC(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)OC(=O)C(=C)[C@@H]5CCC(=C6[C@@H](C5)C(=CC6=O)C)CO
InChI InChI=1S/C36H44O13/c1-14-7-22(39)28-19(11-37)6-5-18(9-21(14)28)16(3)34(44)47-24-8-15(2)26-23(40)10-20(29(26)33-27(24)17(4)35(45)49-33)13-46-36-32(43)31(42)30(41)25(12-38)48-36/h7,10,17-18,21,24-25,27,29-33,36-38,41-43H,3,5-6,8-9,11-13H2,1-2,4H3/t17-,18+,21-,24-,25+,27+,29-,30+,31-,32+,33-,36+/m0/s1
InChI Key YJFPAKIFONEVJH-RDYMUISUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H44O13
Molecular Weight 684.70 g/mol
Exact Mass 684.27819145 g/mol
Topological Polar Surface Area (TPSA) 206.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 0.53
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3aR,4S,9aS,9bR)-3,6-dimethyl-2,7-dioxo-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-[(3aS,5R)-8-(hydroxymethyl)-3-methyl-1-oxo-4,5,6,7-tetrahydro-3aH-azulen-5-yl]prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7040 70.40%
Caco-2 - 0.8621 86.21%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8147 81.47%
OATP2B1 inhibitior - 0.8602 86.02%
OATP1B1 inhibitior + 0.8387 83.87%
OATP1B3 inhibitior + 0.9077 90.77%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7233 72.33%
P-glycoprotein inhibitior + 0.7137 71.37%
P-glycoprotein substrate + 0.6673 66.73%
CYP3A4 substrate + 0.7108 71.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9005 90.05%
CYP3A4 inhibition - 0.7853 78.53%
CYP2C9 inhibition - 0.8206 82.06%
CYP2C19 inhibition - 0.8206 82.06%
CYP2D6 inhibition - 0.9263 92.63%
CYP1A2 inhibition - 0.7199 71.99%
CYP2C8 inhibition + 0.7050 70.50%
CYP inhibitory promiscuity - 0.9452 94.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6512 65.12%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.6294 62.94%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3714 37.14%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.9007 90.07%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.4935 49.35%
Acute Oral Toxicity (c) III 0.5387 53.87%
Estrogen receptor binding + 0.8145 81.45%
Androgen receptor binding + 0.7314 73.14%
Thyroid receptor binding - 0.5399 53.99%
Glucocorticoid receptor binding + 0.6642 66.42%
Aromatase binding + 0.6087 60.87%
PPAR gamma + 0.7241 72.41%
Honey bee toxicity - 0.6636 66.36%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9777 97.77%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.61% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.50% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.78% 96.09%
CHEMBL4072 P07858 Cathepsin B 94.71% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.10% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.66% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.82% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.09% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.87% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.85% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.58% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.29% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.22% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.90% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.70% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.56% 94.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.21% 94.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.28% 96.00%

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.
Picris hieracioides

Cross-Links

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PubChem 14781502
LOTUS LTS0117756
wikiData Q105349228