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(3R,5S,6R,8R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-5,6,16,22-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-17-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 a6d584f0-7272-4dfb-8591-c306b1cf70dc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (3R,5S,6R,8R,10S,12R,14R,15S,16S,18R,19R,22S,23R)-5,6,16,22-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-17-one
SMILES (Canonical)
SMILES (Isomeric)
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/h9-10,13,16-20,22-23,25,30,32,34-35H,4-8,11-12H2,1-3H3/t13-,16-,17-,18-,19-,20-,22-,23+,25+,26+,27+,28+,29+/m1/s1
InChI Key SWKXOHVZJYVFJG-XAXRCDONSA-N
Popularity 2 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,16S,18R,19R,22S,23R)-5,6,16,22-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-17-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9680 96.80%
Caco-2 - 0.8187 81.87%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8874 88.74%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8654 86.54%
OATP1B3 inhibitior + 0.9628 96.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9325 93.25%
P-glycoprotein inhibitior + 0.5926 59.26%
P-glycoprotein substrate + 0.7180 71.80%
CYP3A4 substrate + 0.7123 71.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9024 90.24%
CYP3A4 inhibition - 0.8492 84.92%
CYP2C9 inhibition - 0.9163 91.63%
CYP2C19 inhibition - 0.9463 94.63%
CYP2D6 inhibition - 0.9545 95.45%
CYP1A2 inhibition - 0.9249 92.49%
CYP2C8 inhibition + 0.5587 55.87%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4799 47.99%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9405 94.05%
Skin irritation + 0.6477 64.77%
Skin corrosion - 0.9235 92.35%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4350 43.50%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5198 51.98%
skin sensitisation - 0.9092 90.92%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5729 57.29%
Acute Oral Toxicity (c) I 0.7605 76.05%
Estrogen receptor binding + 0.7578 75.78%
Androgen receptor binding + 0.7885 78.85%
Thyroid receptor binding - 0.5368 53.68%
Glucocorticoid receptor binding + 0.7647 76.47%
Aromatase binding + 0.7406 74.06%
PPAR gamma + 0.5400 54.00%
Honey bee toxicity - 0.7120 71.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9853 98.53%

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
CHEMBL1994 P08235 Mineralocorticoid receptor 97.33% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.29% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.09% 83.82%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.74% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.14% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 93.96% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.49% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.05% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.78% 97.25%
CHEMBL3038469 P24941 CDK2/Cyclin A 91.54% 91.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.00% 94.45%
CHEMBL1871 P10275 Androgen Receptor 87.51% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.82% 95.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.18% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.81% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.97% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.19% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.34% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.25% 96.61%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.01% 94.80%
CHEMBL2581 P07339 Cathepsin D 81.00% 98.95%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.97% 86.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.47% 89.05%

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 101634647
LOTUS LTS0150021
wikiData Q105262732