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(2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4a-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 3d9c5bf5-9139-46cc-808d-4ef26a6f8536
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4a-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)C)CC=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C(=O)OC)C)C)C
SMILES (Isomeric) C[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)C)[C@@H]2C1)C)C(=O)OC)C(=O)O
InChI InChI=1S/C42H66O14/c1-37(2)25-10-13-41(6)26(9-8-21-22-18-38(3,35(49)50)14-16-42(22,36(51)52-7)17-15-40(21,41)5)39(25,4)12-11-27(37)55-34-32(30(47)29(46)24(19-43)54-34)56-33-31(48)28(45)23(44)20-53-33/h8,22-34,43-48H,9-20H2,1-7H3,(H,49,50)/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31+,32+,33-,34-,38+,39-,40+,41+,42-/m0/s1
InChI Key VDHFZIPPUSQYMU-LINFGTBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O14
Molecular Weight 795.00 g/mol
Exact Mass 794.44525677 g/mol
Topological Polar Surface Area (TPSA) 222.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.67
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4a-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 + 0.7524 75.24%
Caco-2 - 0.8819 88.19%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8446 84.46%
OATP2B1 inhibitior - 0.8804 88.04%
OATP1B1 inhibitior + 0.6895 68.95%
OATP1B3 inhibitior - 0.3173 31.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.5795 57.95%
P-glycoprotein inhibitior + 0.7714 77.14%
P-glycoprotein substrate - 0.7481 74.81%
CYP3A4 substrate + 0.7247 72.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8825 88.25%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.8702 87.02%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9011 90.11%
CYP2C8 inhibition + 0.6822 68.22%
CYP inhibitory promiscuity - 0.9771 97.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5934 59.34%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9129 91.29%
Skin irritation - 0.6306 63.06%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4293 42.93%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6886 68.86%
Acute Oral Toxicity (c) III 0.7499 74.99%
Estrogen receptor binding + 0.7342 73.42%
Androgen receptor binding + 0.7257 72.57%
Thyroid receptor binding - 0.6601 66.01%
Glucocorticoid receptor binding + 0.6522 65.22%
Aromatase binding + 0.6486 64.86%
PPAR gamma + 0.7292 72.92%
Honey bee toxicity - 0.6631 66.31%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9235 92.35%

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 98.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.11% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.62% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.02% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.14% 97.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.41% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.93% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 86.34% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.80% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 85.26% 90.17%
CHEMBL5028 O14672 ADAM10 84.99% 97.50%
CHEMBL2581 P07339 Cathepsin D 84.81% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.40% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.19% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.57% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.52% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.70% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.99% 96.21%

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.
Taverniera aegyptiaca

Cross-Links

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PubChem 163058824
LOTUS LTS0160022
wikiData Q105284171