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[(1R,2S,5R,7R,8R,10S,11S,18S,19R,22S,23R)-22-hydroxy-10-(hydroxymethyl)-1,2,6,6,19-pentamethyl-16-oxo-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-21-oxahexacyclo[12.11.0.02,11.05,10.015,23.018,23]pentacos-14-en-8-yl] acetate

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 f990fb7b-753a-409e-bb80-ee2f940e8241
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(1R,2S,5R,7R,8R,10S,11S,18S,19R,22S,23R)-22-hydroxy-10-(hydroxymethyl)-1,2,6,6,19-pentamethyl-16-oxo-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-21-oxahexacyclo[12.11.0.02,11.05,10.015,23.018,23]pentacos-14-en-8-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H58O12/c1-18-16-47-33(46)38-12-11-35(5)20(27(38)22(42)13-21(18)38)7-8-26-36(35,6)10-9-25-34(3,4)31(23(48-19(2)41)14-37(25,26)17-40)50-32-30(45)29(44)28(43)24(15-39)49-32/h18,21,23-26,28-33,39-40,43-46H,7-17H2,1-6H3/t18-,21-,23+,24-,25-,26-,28-,29+,30-,31-,32+,33-,35-,36-,37+,38+/m0/s1
InChI Key VQSOJBKVEUZDMN-YWZVUQDWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H58O12
Molecular Weight 706.90 g/mol
Exact Mass 706.39282728 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.99
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,5R,7R,8R,10S,11S,18S,19R,22S,23R)-22-hydroxy-10-(hydroxymethyl)-1,2,6,6,19-pentamethyl-16-oxo-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-21-oxahexacyclo[12.11.0.02,11.05,10.015,23.018,23]pentacos-14-en-8-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7657 76.57%
Caco-2 - 0.8734 87.34%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8869 88.69%
OATP2B1 inhibitior - 0.8658 86.58%
OATP1B1 inhibitior + 0.8074 80.74%
OATP1B3 inhibitior - 0.3379 33.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5224 52.24%
BSEP inhibitior - 0.5490 54.90%
P-glycoprotein inhibitior + 0.7571 75.71%
P-glycoprotein substrate + 0.5740 57.40%
CYP3A4 substrate + 0.7384 73.84%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.9250 92.50%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.9252 92.52%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8954 89.54%
CYP2C8 inhibition + 0.6923 69.23%
CYP inhibitory promiscuity - 0.9360 93.60%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5945 59.45%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9181 91.81%
Skin irritation - 0.5681 56.81%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3780 37.80%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.5954 59.54%
Acute Oral Toxicity (c) III 0.7147 71.47%
Estrogen receptor binding + 0.7013 70.13%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding - 0.6316 63.16%
Glucocorticoid receptor binding + 0.5936 59.36%
Aromatase binding + 0.6601 66.01%
PPAR gamma + 0.6998 69.98%
Honey bee toxicity - 0.6012 60.12%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9753 97.53%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.71% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.95% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.17% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.89% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.36% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.17% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.73% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.84% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.71% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.16% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.16% 85.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.69% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.29% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.03% 97.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.68% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.04% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.94% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.82% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.50% 92.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.17% 89.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.16% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.57% 95.56%
CHEMBL259 P32245 Melanocortin receptor 4 81.38% 95.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.33% 97.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.94% 82.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.89% 91.07%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.82% 95.00%

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.
There are no matching plants.

Cross-Links

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PubChem 162911168
LOTUS LTS0171489
wikiData Q105291485