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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14b-heptamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-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 f84adc2d-eba2-4bae-b3e3-066da29208a3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14b-heptamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H82O21/c1-23-37(68-24(2)55)40(69-25(3)56)41(70-26(4)57)47(67-23)74-43-42(63)50(8)18-19-52(10)27(28(50)20-49(43,7)22-54)12-13-31-51(9)16-15-32(48(5,6)30(51)14-17-53(31,52)11)71-46-39(35(61)34(60)38(72-46)44(64)65)73-45-36(62)33(59)29(58)21-66-45/h12,23,28-43,45-47,54,58-63H,13-22H2,1-11H3,(H,64,65)/t23-,28-,29+,30-,31+,32-,33-,34-,35-,36+,37-,38-,39+,40+,41+,42+,43-,45-,46+,47-,49+,50+,51-,52+,53+/m0/s1
InChI Key BZNBBHGCKGDDFZ-CEGCZRQNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H82O21
Molecular Weight 1055.20 g/mol
Exact Mass 1054.53485962 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 20
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14b-heptamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-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 + 0.7601 76.01%
Caco-2 - 0.8687 86.87%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7306 73.06%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9472 94.72%
P-glycoprotein inhibitior + 0.7502 75.02%
P-glycoprotein substrate + 0.5190 51.90%
CYP3A4 substrate + 0.7400 74.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7909 79.09%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8999 89.99%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7246 72.46%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8698 86.98%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7729 77.29%
Androgen receptor binding + 0.7346 73.46%
Thyroid receptor binding + 0.5463 54.63%
Glucocorticoid receptor binding + 0.7902 79.02%
Aromatase binding + 0.6388 63.88%
PPAR gamma + 0.8205 82.05%
Honey bee toxicity - 0.6616 66.16%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9585 95.85%

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 98.31% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.97% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.36% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.21% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.62% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.92% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.25% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.17% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.60% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.36% 95.89%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.69% 89.44%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.65% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.63% 89.00%
CHEMBL5028 O14672 ADAM10 83.50% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.90% 82.69%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.53% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.36% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 80.71% 95.93%

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.
Staurogyne merguensis

Cross-Links

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PubChem 10843722
LOTUS LTS0035140
wikiData Q104950591