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(4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bR)-10,11-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[(3,4,5-trihydroxybenzoyl)oxymethyl]-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 69f3d431-7e7c-4fc6-bff1-08e23ea66ebd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bR)-10,11-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[(3,4,5-trihydroxybenzoyl)oxymethyl]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C)C)C2C1)C)C(=O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@@H]4CC(CC5)(C)C)C(=O)O)C)(C[C@H]([C@@H]([C@@]3(C)COC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C
InChI InChI=1S/C37H52O9/c1-32(2)11-13-37(31(44)45)14-12-35(5)21(22(37)17-32)7-8-27-33(3)18-25(40)29(42)34(4,26(33)9-10-36(27,35)6)19-46-30(43)20-15-23(38)28(41)24(39)16-20/h7,15-16,22,25-27,29,38-42H,8-14,17-19H2,1-6H3,(H,44,45)/t22-,25-,26-,27-,29+,33+,34+,35-,36-,37+/m1/s1
InChI Key LXTNFTYLTNCGNG-HBKJRRFSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H52O9
Molecular Weight 640.80 g/mol
Exact Mass 640.36113323 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.16
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bR)-10,11-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[(3,4,5-trihydroxybenzoyl)oxymethyl]-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 + 0.9828 98.28%
Caco-2 - 0.8259 82.59%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8754 87.54%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior + 0.7242 72.42%
OATP1B3 inhibitior - 0.3434 34.34%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8068 80.68%
BSEP inhibitior + 0.8670 86.70%
P-glycoprotein inhibitior + 0.7365 73.65%
P-glycoprotein substrate - 0.6282 62.82%
CYP3A4 substrate + 0.6872 68.72%
CYP2C9 substrate - 0.8121 81.21%
CYP2D6 substrate - 0.8614 86.14%
CYP3A4 inhibition - 0.8210 82.10%
CYP2C9 inhibition - 0.6135 61.35%
CYP2C19 inhibition - 0.6981 69.81%
CYP2D6 inhibition - 0.9091 90.91%
CYP1A2 inhibition + 0.6004 60.04%
CYP2C8 inhibition + 0.7534 75.34%
CYP inhibitory promiscuity - 0.8926 89.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7073 70.73%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.6416 64.16%
Skin corrosion - 0.9522 95.22%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4504 45.04%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.8358 83.58%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7747 77.47%
Acute Oral Toxicity (c) III 0.5675 56.75%
Estrogen receptor binding + 0.7377 73.77%
Androgen receptor binding + 0.7747 77.47%
Thyroid receptor binding - 0.5101 51.01%
Glucocorticoid receptor binding + 0.7770 77.70%
Aromatase binding + 0.7477 74.77%
PPAR gamma + 0.6908 69.08%
Honey bee toxicity - 0.8579 85.79%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 99.73% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.07% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.14% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.10% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.67% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.59% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.94% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.12% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.56% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.21% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.11% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 82.52% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 82.46% 92.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.46% 99.15%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.38% 94.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.93% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 80.63% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.18% 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.
Terminalia macroptera

Cross-Links

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PubChem 162982681
LOTUS LTS0242918
wikiData Q105159081