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(3S,4R,4aR,6aR,6bS,8aS,11S,12R,12aS,14aR,14bR)-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 9391388d-e3ce-4497-afdb-866e33397d71
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,4R,4aR,6aR,6bS,8aS,11S,12R,12aS,14aR,14bR)-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(CCC(C5(C)C(=O)O)O)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(CC[C@@H]([C@]5(C)C(=O)O)O)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/C36H56O11/c1-18-9-14-36(30(44)47-28-26(41)25(40)24(39)20(17-37)46-28)16-15-32(3)19(27(36)35(18,6)45)7-8-21-31(2)12-11-23(38)34(5,29(42)43)22(31)10-13-33(21,32)4/h7,18,20-28,37-41,45H,8-17H2,1-6H3,(H,42,43)/t18-,20+,21+,22+,23-,24+,25-,26+,27+,28-,31+,32+,33+,34+,35+,36-/m0/s1
InChI Key AWFZJSUJFSUBQU-JVMPQTDASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O11
Molecular Weight 664.80 g/mol
Exact Mass 664.38226260 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R,4aR,6aR,6bS,8aS,11S,12R,12aS,14aR,14bR)-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 + 0.8150 81.50%
Caco-2 - 0.8462 84.62%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8488 84.88%
OATP2B1 inhibitior - 0.5866 58.66%
OATP1B1 inhibitior + 0.8371 83.71%
OATP1B3 inhibitior - 0.2676 26.76%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5340 53.40%
BSEP inhibitior - 0.5683 56.83%
P-glycoprotein inhibitior + 0.7108 71.08%
P-glycoprotein substrate - 0.6701 67.01%
CYP3A4 substrate + 0.7050 70.50%
CYP2C9 substrate - 0.8064 80.64%
CYP2D6 substrate - 0.8740 87.40%
CYP3A4 inhibition - 0.6948 69.48%
CYP2C9 inhibition - 0.9001 90.01%
CYP2C19 inhibition - 0.9156 91.56%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.8087 80.87%
CYP2C8 inhibition + 0.5913 59.13%
CYP inhibitory promiscuity - 0.9581 95.81%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7100 71.00%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9196 91.96%
Skin irritation + 0.5307 53.07%
Skin corrosion - 0.9478 94.78%
Ames mutagenesis - 0.8040 80.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6894 68.94%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9272 92.72%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8828 88.28%
Acute Oral Toxicity (c) III 0.7122 71.22%
Estrogen receptor binding + 0.6655 66.55%
Androgen receptor binding + 0.7318 73.18%
Thyroid receptor binding - 0.5643 56.43%
Glucocorticoid receptor binding + 0.6981 69.81%
Aromatase binding + 0.6518 65.18%
PPAR gamma + 0.6781 67.81%
Honey bee toxicity - 0.7972 79.72%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9622 96.22%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.12% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.29% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.45% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.36% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.20% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.96% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.98% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 85.53% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.01% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.30% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.36% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.18% 86.33%
CHEMBL4072 P07858 Cathepsin B 80.86% 93.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.27% 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.
Ilex buxifolia

Cross-Links

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PubChem 101358649
LOTUS LTS0006132
wikiData Q104920024