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(1R,2S,3S,4S,5S,8R,9R,11S,12R)-11-hydroxy-4-methyl-5-(3-methylbutanoyloxy)-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4,8-tricarboxylic 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 3048ee79-592c-49d1-b00b-17420861c100
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C20-gibberellins > C20-gibberellin 20-carboxylic acids
IUPAC Name (1R,2S,3S,4S,5S,8R,9R,11S,12R)-11-hydroxy-4-methyl-5-(3-methylbutanoyloxy)-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4,8-tricarboxylic acid
SMILES (Canonical) CC(C)CC(=O)OC1CCC2(C3CC(C4CC3(CC4=C)C(C2C1(C)C(=O)O)C(=O)O)O)C(=O)O
SMILES (Isomeric) CC(C)CC(=O)O[C@H]1CC[C@]2([C@@H]3C[C@@H]([C@@H]4C[C@]3(CC4=C)[C@H]([C@@H]2[C@]1(C)C(=O)O)C(=O)O)O)C(=O)O
InChI InChI=1S/C25H34O9/c1-11(2)7-17(27)34-16-5-6-25(22(32)33)15-8-14(26)13-10-24(15,9-12(13)3)18(20(28)29)19(25)23(16,4)21(30)31/h11,13-16,18-19,26H,3,5-10H2,1-2,4H3,(H,28,29)(H,30,31)(H,32,33)/t13-,14+,15-,16+,18-,19-,23-,24+,25-/m1/s1
InChI Key PGQPKTHMBIOFIN-WUWWEOQMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H34O9
Molecular Weight 478.50 g/mol
Exact Mass 478.22028266 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,3S,4S,5S,8R,9R,11S,12R)-11-hydroxy-4-methyl-5-(3-methylbutanoyloxy)-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4,8-tricarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.7309 73.09%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7831 78.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8408 84.08%
OATP1B3 inhibitior - 0.4465 44.65%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior - 0.6895 68.95%
P-glycoprotein inhibitior - 0.6079 60.79%
P-glycoprotein substrate - 0.5204 52.04%
CYP3A4 substrate + 0.6915 69.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8588 85.88%
CYP3A4 inhibition - 0.7300 73.00%
CYP2C9 inhibition - 0.6626 66.26%
CYP2C19 inhibition - 0.7976 79.76%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition - 0.8341 83.41%
CYP2C8 inhibition - 0.5692 56.92%
CYP inhibitory promiscuity - 0.8850 88.50%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6795 67.95%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9146 91.46%
Skin irritation + 0.6039 60.39%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7600 76.00%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.7451 74.51%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.5729 57.29%
Acute Oral Toxicity (c) I 0.6796 67.96%
Estrogen receptor binding + 0.7260 72.60%
Androgen receptor binding + 0.6837 68.37%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7168 71.68%
Aromatase binding + 0.6947 69.47%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8276 82.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.66% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.62% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.19% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 91.87% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.64% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.70% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 89.64% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.21% 96.38%
CHEMBL2581 P07339 Cathepsin D 85.29% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.95% 95.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.75% 89.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.21% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.75% 92.62%
CHEMBL5028 O14672 ADAM10 82.17% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.88% 97.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.29% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.78% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.51% 95.89%

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.
Cucurbita maxima

Cross-Links

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PubChem 162883988
LOTUS LTS0114797
wikiData Q105208611