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(1R,4S,5S,7S,9S,13S,15R)-7,13,15-trihydroxy-5-[5-hydroxy-6-(hydroxymethyl)-3-(3-methylbutanoylamino)-4-(3-phenylpropanoyloxy)oxan-2-yl]oxycarbonyl-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

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 36846bb9-3e03-44a8-80bf-7548b2a7bd52
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides > Steviol glycosides
IUPAC Name (1R,4S,5S,7S,9S,13S,15R)-7,13,15-trihydroxy-5-[5-hydroxy-6-(hydroxymethyl)-3-(3-methylbutanoylamino)-4-(3-phenylpropanoyloxy)oxan-2-yl]oxycarbonyl-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
SMILES (Canonical) CC(C)CC(=O)NC1C(C(C(OC1OC(=O)C2(CC(CC3(C2CCC45C3CCC(C4)(C(=C)C5O)O)C)O)C(=O)O)CO)O)OC(=O)CCC6=CC=CC=C6
SMILES (Isomeric) CC(C)CC(=O)NC1C(C(C(OC1OC(=O)[C@]2(C[C@H](C[C@@]3([C@@H]2CC[C@]45C3CC[C@](C4)(C(=C)[C@@H]5O)O)C)O)C(=O)O)CO)O)OC(=O)CCC6=CC=CC=C6
InChI InChI=1S/C40H55NO13/c1-21(2)16-28(44)41-30-32(53-29(45)11-10-23-8-6-5-7-9-23)31(46)25(19-42)52-34(30)54-36(50)40(35(48)49)18-24(43)17-37(4)26-13-15-39(51)20-38(26,14-12-27(37)40)33(47)22(39)3/h5-9,21,24-27,30-34,42-43,46-47,51H,3,10-20H2,1-2,4H3,(H,41,44)(H,48,49)/t24-,25?,26?,27-,30?,31?,32?,33-,34?,37-,38+,39-,40-/m0/s1
InChI Key ATJJMRQRAXPQCY-XRDZNUOWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H55NO13
Molecular Weight 757.90 g/mol
Exact Mass 757.36734081 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,5S,7S,9S,13S,15R)-7,13,15-trihydroxy-5-[5-hydroxy-6-(hydroxymethyl)-3-(3-methylbutanoylamino)-4-(3-phenylpropanoyloxy)oxan-2-yl]oxycarbonyl-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8406 84.06%
Caco-2 - 0.8744 87.44%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4909 49.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8133 81.33%
OATP1B3 inhibitior + 0.9206 92.06%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8026 80.26%
BSEP inhibitior + 0.8228 82.28%
P-glycoprotein inhibitior + 0.7226 72.26%
P-glycoprotein substrate + 0.7222 72.22%
CYP3A4 substrate + 0.7413 74.13%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8605 86.05%
CYP3A4 inhibition - 0.7175 71.75%
CYP2C9 inhibition - 0.7550 75.50%
CYP2C19 inhibition - 0.7561 75.61%
CYP2D6 inhibition - 0.9145 91.45%
CYP1A2 inhibition - 0.8431 84.31%
CYP2C8 inhibition + 0.7458 74.58%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6167 61.67%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9164 91.64%
Skin irritation - 0.7192 71.92%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7577 75.77%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.8494 84.94%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5623 56.23%
Acute Oral Toxicity (c) III 0.6090 60.90%
Estrogen receptor binding + 0.8218 82.18%
Androgen receptor binding + 0.7527 75.27%
Thyroid receptor binding + 0.5143 51.43%
Glucocorticoid receptor binding + 0.7123 71.23%
Aromatase binding + 0.5872 58.72%
PPAR gamma + 0.7575 75.75%
Honey bee toxicity - 0.6802 68.02%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9822 98.22%

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 99.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.99% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.17% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 97.05% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.79% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.70% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 92.21% 83.82%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.91% 94.62%
CHEMBL5028 O14672 ADAM10 88.92% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 88.28% 95.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.28% 95.83%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.74% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.34% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.36% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.20% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.15% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.85% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.43% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.78% 99.17%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 84.22% 95.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.58% 92.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.27% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.93% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.29% 95.50%

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 5352049
LOTUS LTS0189926
wikiData Q104918453