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(4aS,6aR,6aS,6bR,8R,8aR,10S,12aS,13S,14bS)-8,13-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 b8d946ab-db0a-4f10-ade3-cf6eb6e34a1b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (4aS,6aR,6aS,6bR,8R,8aR,10S,12aS,13S,14bS)-8,13-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CC(C4C3(CC(C5C4(CCC(C5(CO)CO)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)O)C2C1)C)C(=O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1[C@@H](C[C@@]3([C@@H]2[C@H](C=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)O)C)O)(CO)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C36H58O12/c1-31(2)8-10-35(30(45)46)11-9-33(4)18(19(35)13-31)12-20(40)27-32(3)7-6-23(48-29-26(44)25(43)24(42)22(15-37)47-29)36(16-38,17-39)28(32)21(41)14-34(27,33)5/h12,19-29,37-44H,6-11,13-17H2,1-5H3,(H,45,46)/t19-,20-,21+,22+,23-,24+,25-,26+,27+,28+,29-,32+,33+,34+,35-/m0/s1
InChI Key BLESPLOUDDYHHV-NQPXZASASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O12
Molecular Weight 682.80 g/mol
Exact Mass 682.39282728 g/mol
Topological Polar Surface Area (TPSA) 218.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 11
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8R,8aR,10S,12aS,13S,14bS)-8,13-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 + 0.8280 82.80%
Caco-2 - 0.8608 86.08%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8569 85.69%
OATP2B1 inhibitior - 0.5866 58.66%
OATP1B1 inhibitior + 0.7677 76.77%
OATP1B3 inhibitior - 0.5000 50.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior - 0.6315 63.15%
P-glycoprotein inhibitior + 0.6785 67.85%
P-glycoprotein substrate - 0.7528 75.28%
CYP3A4 substrate + 0.7007 70.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8968 89.68%
CYP2C9 inhibition - 0.8549 85.49%
CYP2C19 inhibition - 0.8686 86.86%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.8265 82.65%
CYP2C8 inhibition + 0.5464 54.64%
CYP inhibitory promiscuity - 0.9540 95.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6921 69.21%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9216 92.16%
Skin irritation - 0.6263 62.63%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis - 0.8170 81.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7006 70.06%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6204 62.04%
Acute Oral Toxicity (c) III 0.8000 80.00%
Estrogen receptor binding + 0.7050 70.50%
Androgen receptor binding + 0.7327 73.27%
Thyroid receptor binding - 0.5827 58.27%
Glucocorticoid receptor binding + 0.5591 55.91%
Aromatase binding + 0.6397 63.97%
PPAR gamma + 0.6349 63.49%
Honey bee toxicity - 0.7867 78.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9499 94.99%

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 96.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.70% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.50% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.84% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.26% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 83.42% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.01% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.01% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.64% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.52% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.47% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.79% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 24796032
LOTUS LTS0190657
wikiData Q104937947