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(2R,3R,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2-acetyloxy-3,12-dihydroxy-4,6a,6b,11,12,14b-hexamethyl-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 563663e2-d635-4532-8e4e-5977c1a7f4a6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2-acetyloxy-3,12-dihydroxy-4,6a,6b,11,12,14b-hexamethyl-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) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)OC(=O)C)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)C(=O)O)O)OC(=O)C)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C38H58O13/c1-18-10-13-38(32(47)51-30-27(43)26(42)25(41)22(17-39)50-30)15-14-34(4)20(28(38)37(18,7)48)8-9-23-33(3)16-21(49-19(2)40)29(44)36(6,31(45)46)24(33)11-12-35(23,34)5/h8,18,21-30,39,41-44,48H,9-17H2,1-7H3,(H,45,46)/t18-,21-,22-,23-,24-,25-,26+,27-,28-,29+,30+,33-,34-,35-,36+,37-,38+/m1/s1
InChI Key MCJLLFVJGZBDPV-WDCZIQFOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H58O13
Molecular Weight 722.90 g/mol
Exact Mass 722.38774190 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.07
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2-acetyloxy-3,12-dihydroxy-4,6a,6b,11,12,14b-hexamethyl-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 + 0.7825 78.25%
Caco-2 - 0.8638 86.38%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8654 86.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7946 79.46%
OATP1B3 inhibitior - 0.3248 32.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5702 57.02%
BSEP inhibitior - 0.5336 53.36%
P-glycoprotein inhibitior + 0.7686 76.86%
P-glycoprotein substrate - 0.5808 58.08%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8765 87.65%
CYP3A4 inhibition - 0.8068 80.68%
CYP2C9 inhibition - 0.8908 89.08%
CYP2C19 inhibition - 0.9070 90.70%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.7437 74.37%
CYP2C8 inhibition + 0.6675 66.75%
CYP inhibitory promiscuity - 0.9292 92.92%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7106 71.06%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9138 91.38%
Skin irritation - 0.5246 52.46%
Skin corrosion - 0.9495 94.95%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6926 69.26%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8074 80.74%
skin sensitisation - 0.9273 92.73%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6576 65.76%
Acute Oral Toxicity (c) III 0.7077 70.77%
Estrogen receptor binding + 0.6964 69.64%
Androgen receptor binding + 0.7449 74.49%
Thyroid receptor binding - 0.5547 55.47%
Glucocorticoid receptor binding + 0.7106 71.06%
Aromatase binding + 0.6746 67.46%
PPAR gamma + 0.7288 72.88%
Honey bee toxicity - 0.7507 75.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6250 62.50%
Fish aquatic toxicity + 0.9748 97.48%

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 98.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.73% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.28% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.52% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.69% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.92% 97.09%
CHEMBL4072 P07858 Cathepsin B 88.18% 93.67%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.89% 95.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.88% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.68% 93.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.48% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.61% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.40% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.02% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.36% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.33% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.24% 95.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.81% 94.08%

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.
Rubus cochinchinensis

Cross-Links

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PubChem 100958603
LOTUS LTS0173478
wikiData Q105161242