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(3R,5S,6R,8R,10S,12R,14R,15S,17S,18S,19R,22S,23R)-5,6,17,22-tetrahydroxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-16-one

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 17f53e35-ebf1-440c-8ad8-631c7a0ee13b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (3R,5S,6R,8R,10S,12R,14R,15S,17S,18S,19R,22S,23R)-5,6,17,22-tetrahydroxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-16-one
SMILES (Canonical) CC1CC(C2(C(O1)OC3CC4(C5C(CCC4=CC3O2)C6(CCC(C6(C(C5=O)O)C)C7=CC(=O)OC7)O)C)O)O
SMILES (Isomeric) C[C@@H]1C[C@H]([C@]2([C@@H](O1)O[C@@H]3C[C@@]4([C@@H]5[C@@H](CCC4=C[C@H]3O2)[C@]6(CC[C@@H]([C@]6([C@@H](C5=O)O)C)C7=CC(=O)OC7)O)C)O)O
InChI InChI=1S/C29H38O10/c1-13-8-20(30)29(35)25(37-13)38-19-11-26(2)15(10-18(19)39-29)4-5-17-22(26)23(32)24(33)27(3)16(6-7-28(17,27)34)14-9-21(31)36-12-14/h9-10,13,16-20,22,24-25,30,33-35H,4-8,11-12H2,1-3H3/t13-,16-,17-,18-,19-,20-,22-,24-,25+,26+,27+,28+,29+/m1/s1
InChI Key AJOYFYHODMMKEI-ZQDDMAISSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.89
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5S,6R,8R,10S,12R,14R,15S,17S,18S,19R,22S,23R)-5,6,17,22-tetrahydroxy-8,14,18-trimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9360 93.60%
Caco-2 - 0.8262 82.62%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8588 85.88%
OATP2B1 inhibitior - 0.7222 72.22%
OATP1B1 inhibitior + 0.8688 86.88%
OATP1B3 inhibitior + 0.9644 96.44%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8713 87.13%
P-glycoprotein inhibitior + 0.5942 59.42%
P-glycoprotein substrate + 0.7498 74.98%
CYP3A4 substrate + 0.7145 71.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9033 90.33%
CYP3A4 inhibition - 0.8901 89.01%
CYP2C9 inhibition - 0.9268 92.68%
CYP2C19 inhibition - 0.9519 95.19%
CYP2D6 inhibition - 0.9502 95.02%
CYP1A2 inhibition - 0.9436 94.36%
CYP2C8 inhibition + 0.5888 58.88%
CYP inhibitory promiscuity - 0.9725 97.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4480 44.80%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9420 94.20%
Skin irritation + 0.6040 60.40%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4688 46.88%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5823 58.23%
skin sensitisation - 0.9082 90.82%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5474 54.74%
Acute Oral Toxicity (c) I 0.6962 69.62%
Estrogen receptor binding + 0.7667 76.67%
Androgen receptor binding + 0.7806 78.06%
Thyroid receptor binding - 0.5329 53.29%
Glucocorticoid receptor binding + 0.7440 74.40%
Aromatase binding + 0.6889 68.89%
PPAR gamma + 0.5464 54.64%
Honey bee toxicity - 0.7285 72.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9818 98.18%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.71% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 97.34% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.74% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.97% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.33% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.65% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.60% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.58% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.18% 85.14%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.03% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.21% 89.00%
CHEMBL1871 P10275 Androgen Receptor 86.16% 96.43%
CHEMBL226 P30542 Adenosine A1 receptor 85.22% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.81% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.26% 95.89%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 83.77% 92.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.33% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.78% 94.80%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.76% 86.00%
CHEMBL2581 P07339 Cathepsin D 82.29% 98.95%
CHEMBL4530 P00488 Coagulation factor XIII 81.43% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.38% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.21% 93.04%

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.
Anodendron affine

Cross-Links

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PubChem 101634645
LOTUS LTS0177849
wikiData Q104913315