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[(3R,4aS,5S,6aR,6aS,6bS,8aS,9R,10S,12aS,14bR)-3-hydroxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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-tetradecahydropicen-5-yl] benzoate

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 675602d9-a222-48f0-a429-1dd47f27615f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(3R,4aS,5S,6aR,6aS,6bS,8aS,9R,10S,12aS,14bR)-3-hydroxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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-tetradecahydropicen-5-yl] benzoate
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1O)CO)OC(=O)C6=CC=CC=C6)C)C)(C)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@@]([C@H]1CC[C@]3([C@@H]2CC=C4[C@]3(C[C@@H]([C@@]5([C@@H]4CC([C@@H](C5)O)(C)C)CO)OC(=O)C6=CC=CC=C6)C)C)(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C43H64O11/c1-38(2)18-26-25-12-13-29-39(3)16-15-31(54-37-35(50)34(49)33(48)27(21-44)52-37)40(4,22-45)28(39)14-17-41(29,5)42(25,6)20-32(43(26,23-46)19-30(38)47)53-36(51)24-10-8-7-9-11-24/h7-12,26-35,37,44-50H,13-23H2,1-6H3/t26-,27-,28+,29-,30-,31+,32+,33-,34+,35-,37+,39-,40+,41+,42-,43-/m1/s1
InChI Key NEIXCGWBKMVLBR-ICUIBWBKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H64O11
Molecular Weight 757.00 g/mol
Exact Mass 756.44486285 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 3.74
H-Bond Acceptor 11
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 [(3R,4aS,5S,6aR,6aS,6bS,8aS,9R,10S,12aS,14bR)-3-hydroxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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-tetradecahydropicen-5-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8667 86.67%
Caco-2 - 0.8685 86.85%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8418 84.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8245 82.45%
OATP1B3 inhibitior - 0.4513 45.13%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior + 0.9262 92.62%
P-glycoprotein inhibitior + 0.7632 76.32%
P-glycoprotein substrate - 0.6143 61.43%
CYP3A4 substrate + 0.7314 73.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8589 85.89%
CYP3A4 inhibition - 0.7727 77.27%
CYP2C9 inhibition - 0.8171 81.71%
CYP2C19 inhibition - 0.8014 80.14%
CYP2D6 inhibition - 0.9153 91.53%
CYP1A2 inhibition - 0.7217 72.17%
CYP2C8 inhibition + 0.7827 78.27%
CYP inhibitory promiscuity - 0.9294 92.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6906 69.06%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9137 91.37%
Skin irritation - 0.6614 66.14%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.6465 64.65%
Human Ether-a-go-go-Related Gene inhibition + 0.8726 87.26%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7091 70.91%
skin sensitisation - 0.8828 88.28%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.5645 56.45%
Acute Oral Toxicity (c) III 0.7442 74.42%
Estrogen receptor binding + 0.7498 74.98%
Androgen receptor binding + 0.7429 74.29%
Thyroid receptor binding - 0.4924 49.24%
Glucocorticoid receptor binding + 0.7015 70.15%
Aromatase binding + 0.5820 58.20%
PPAR gamma + 0.7470 74.70%
Honey bee toxicity - 0.7635 76.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9790 97.90%

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
CHEMBL221 P23219 Cyclooxygenase-1 97.79% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.25% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.39% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.04% 97.09%
CHEMBL5028 O14672 ADAM10 88.70% 97.50%
CHEMBL2581 P07339 Cathepsin D 88.58% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.27% 91.11%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.69% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.52% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.44% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.07% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.49% 99.23%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.30% 91.65%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.87% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.65% 99.17%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 82.39% 89.44%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.37% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.77% 91.07%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.63% 92.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.57% 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.
Phyllanthus velutinus

Cross-Links

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PubChem 163186810
LOTUS LTS0169144
wikiData Q105177959