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(2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-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 ebe8224a-c34e-46c0-81d7-0b82f801cf92
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H72O20/c1-19-26(50)28(52)31(55)37(63-19)65-34-27(51)23(49)18-62-39(34)67-41(61)47-14-12-42(2,3)16-21(47)20-8-9-24-43(4)17-22(48)35(66-38-32(56)29(53)30(54)33(64-38)36(57)58)46(7,40(59)60)25(43)10-11-45(24,6)44(20,5)13-15-47/h8,19,21-35,37-39,48-56H,9-18H2,1-7H3,(H,57,58)(H,59,60)/t19-,21-,22-,23-,24+,25+,26-,27-,28+,29-,30-,31+,32+,33-,34+,35-,37-,38-,39-,43+,44+,45+,46-,47-/m0/s1
InChI Key OOEKGRNKSNRRKJ-GFXYYRPDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H72O20
Molecular Weight 957.10 g/mol
Exact Mass 956.46169468 g/mol
Topological Polar Surface Area (TPSA) 329.00 Ų
XlogP 1.00
Atomic LogP (AlogP) -0.06
H-Bond Acceptor 18
H-Bond Donor 11
Rotatable Bonds 8

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-[[(2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-carboxy-8a-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxycarbonyl-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-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 + 0.8757 87.57%
Caco-2 - 0.8791 87.91%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8755 87.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8132 81.32%
OATP1B3 inhibitior - 0.2348 23.48%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.6640 66.40%
P-glycoprotein inhibitior + 0.7525 75.25%
P-glycoprotein substrate - 0.5072 50.72%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.8622 86.22%
CYP2C9 inhibition - 0.8630 86.30%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.7600 76.00%
CYP inhibitory promiscuity - 0.9755 97.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9030 90.30%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7046 70.46%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8481 84.81%
Acute Oral Toxicity (c) III 0.5967 59.67%
Estrogen receptor binding + 0.7649 76.49%
Androgen receptor binding + 0.7451 74.51%
Thyroid receptor binding - 0.5143 51.43%
Glucocorticoid receptor binding + 0.7671 76.71%
Aromatase binding + 0.6120 61.20%
PPAR gamma + 0.8011 80.11%
Honey bee toxicity - 0.6973 69.73%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9805 98.05%

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 99.07% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.77% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.09% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.30% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.61% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.42% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.20% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.05% 95.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.42% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.73% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.42% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.11% 97.09%
CHEMBL4302 P08183 P-glycoprotein 1 83.72% 92.98%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.12% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.46% 100.00%
CHEMBL5028 O14672 ADAM10 82.16% 97.50%

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.
Medicago arborea

Cross-Links

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PubChem 101385767
LOTUS LTS0248515
wikiData Q105195328