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(2R,3R,4R,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2,3,12-trihydroxy-4-(hydroxymethyl)-6a,6b,11,12,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-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 549d1b91-e024-4949-af02-8f54ba8d9010
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4R,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2,3,12-trihydroxy-4-(hydroxymethyl)-6a,6b,11,12,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H56O13/c1-17-8-11-35(30(46)49-28-25(42)24(41)23(40)20(15-37)48-28)13-12-32(3)18(26(35)34(17,5)47)6-7-21-31(2)14-19(39)27(43)36(16-38,29(44)45)22(31)9-10-33(21,32)4/h6,17,19-28,37-43,47H,7-16H2,1-5H3,(H,44,45)/t17-,19-,20-,21-,22-,23-,24+,25-,26-,27+,28+,31-,32-,33-,34-,35+,36+/m1/s1
InChI Key CFDNGAGSXAPVLK-FJAHTTHRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O13
Molecular Weight 696.80 g/mol
Exact Mass 696.37209184 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.47
H-Bond Acceptor 12
H-Bond Donor 9
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2,3,12-trihydroxy-4-(hydroxymethyl)-6a,6b,11,12,14b-pentamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4-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 + 0.7437 74.37%
Caco-2 - 0.8567 85.67%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8455 84.55%
OATP2B1 inhibitior - 0.7244 72.44%
OATP1B1 inhibitior + 0.8207 82.07%
OATP1B3 inhibitior - 0.2815 28.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5548 55.48%
BSEP inhibitior - 0.5923 59.23%
P-glycoprotein inhibitior + 0.6953 69.53%
P-glycoprotein substrate - 0.6075 60.75%
CYP3A4 substrate + 0.7046 70.46%
CYP2C9 substrate - 0.8064 80.64%
CYP2D6 substrate - 0.8740 87.40%
CYP3A4 inhibition - 0.7914 79.14%
CYP2C9 inhibition - 0.9133 91.33%
CYP2C19 inhibition - 0.9048 90.48%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.8428 84.28%
CYP2C8 inhibition + 0.6111 61.11%
CYP inhibitory promiscuity - 0.9683 96.83%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6912 69.12%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9176 91.76%
Skin irritation - 0.5389 53.89%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.8540 85.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7036 70.36%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7949 79.49%
skin sensitisation - 0.9246 92.46%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7599 75.99%
Acute Oral Toxicity (c) III 0.7277 72.77%
Estrogen receptor binding + 0.6883 68.83%
Androgen receptor binding + 0.7500 75.00%
Thyroid receptor binding - 0.5573 55.73%
Glucocorticoid receptor binding + 0.6754 67.54%
Aromatase binding + 0.6442 64.42%
PPAR gamma + 0.6792 67.92%
Honey bee toxicity - 0.7639 76.39%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.9525 95.25%

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 98.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.98% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.76% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.36% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.22% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.09% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.49% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.60% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.34% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.74% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.15% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.05% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 82.24% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.90% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.75% 97.36%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.11% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.00% 100.00%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 21637744
LOTUS LTS0092025
wikiData Q104956389