PlantaeDB Logo
Login Sign-up

(2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,6a,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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

Top
Internal ID 51abb954-4662-46ba-b0dc-d8c2b322e291
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)-2,6a,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-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(CO4)O)O)O)C)CC=C5C3(CCC6(C5CC(CC6)(C)C(=O)O)C(=O)OC7C(C(C(C(O7)CO)O)O)O)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](CO6)O)O)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)O
InChI InChI=1S/C41H64O14/c1-36(2)24-9-12-40(6)25(38(24,4)11-10-26(36)54-32-30(47)27(44)22(43)19-52-32)8-7-20-21-17-37(3,34(49)50)13-15-41(21,16-14-39(20,40)5)35(51)55-33-31(48)29(46)28(45)23(18-42)53-33/h7,21-33,42-48H,8-19H2,1-6H3,(H,49,50)/t21-,22-,23+,24-,25+,26-,27-,28+,29-,30+,31+,32-,33-,37+,38-,39+,40+,41-/m0/s1
InChI Key LEOICFXHQFYLOC-WCCGPZRRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C41H64O14
Molecular Weight 780.90 g/mol
Exact Mass 780.42960671 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,6a,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8788 87.88%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 0.8721 87.21%
OATP1B1 inhibitior - 0.3218 32.18%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.6690 66.90%
P-glycoprotein inhibitior + 0.7555 75.55%
P-glycoprotein substrate - 0.7423 74.23%
CYP3A4 substrate + 0.7156 71.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.6693 66.93%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9122 91.22%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3812 38.12%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7859 78.59%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7162 71.62%
Androgen receptor binding + 0.7188 71.88%
Thyroid receptor binding - 0.5918 59.18%
Glucocorticoid receptor binding + 0.6758 67.58%
Aromatase binding + 0.6271 62.71%
PPAR gamma + 0.7288 72.88%
Honey bee toxicity - 0.6920 69.20%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6405 64.05%
Fish aquatic toxicity + 0.9585 95.85%

Targets

Top

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 98.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.56% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.30% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.61% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.81% 97.36%
CHEMBL2581 P07339 Cathepsin D 87.26% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.25% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 85.55% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.21% 96.77%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.77% 93.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.44% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.30% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.53% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 81.59% 90.17%
CHEMBL5028 O14672 ADAM10 81.46% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.30% 95.17%

Plants that contains it

Top
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.
Metapanax delavayi

Cross-Links

Top
PubChem 21629862
LOTUS LTS0166973
wikiData Q105150693