Maytenonic acid

Details

• Internal ID: 51aa412c-455d-4f84-b269-f5989286e880
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aS,6aS,6aR,6bS,8aS,9R,12aS,14aS,14bR)-2,4a,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-2-carboxylic acid
• SMILES (Canonical): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C)C
• SMILES (Isomeric): C[C@H]1C(=O)CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)C(=O)O)C)C)C)C)C
• InChI: InChI=1S/C30H48O3/c1-19-20(31)8-9-21-27(19,4)11-10-22-28(21,5)15-17-30(7)23-18-26(3,24(32)33)13-12-25(23,2)14-16-29(22,30)6/h19,21-23H,8-18H2,1-7H3,(H,32,33)/t19-,21+,22-,23+,25+,26+,27+,28-,29+,30-/m0/s1
• InChI Key: WHWHDGKOSUKYOV-GDXNDQEESA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 8.10

Synonyms

• 33600-93-0
• Polpunonic acid
• Maytenoic acid
• (2r,4as,6ar,6bs,8as,9r,12as,12bs,14as,14br)-2,4a,6a,8a,9,12b,14a-heptamethyl-10-oxodocosahydropicene-2-carboxylic acid
• CHEMBL458132
• CHEBI:66769
• (2R,4aS,6aS,6aR,6bS,8aS,9R,12aS,14aS,14bR)-2,4a,6a,6a,8a,9,14a-heptamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-2-carboxylic acid
• D:A-Friedooleanan-29-oic acid, 3-oxo-
• D:A-Friedooleanan-29-oic acid, 3-oxo-, (20.alpha.)-
• 3-oxofriedelan-29-oic acid
• DTXSID90955232
• BDBM50242229
• AKOS032962722
• D:A-Friedooleanan-29-oic acid, 3-oxo-, (20alpha)-
• Q27135398
• 2,4a,6a,8a,9,12b,14a-Heptamethyl-10-oxodocosahydropicene-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.08%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.08%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.94%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	84.41%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.39%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.32%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.92%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.94%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.36%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.77%	96.38%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Gymnosporia diversifolia
• Gymnosporia emarginata
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Phyllanthus oxyphyllus
• Piloselloides hirsuta
• Plectranthus garckeanus
• Plenckia populnea
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Tripterygium doianum
• Tripterygium wilfordii
• Turraeanthus mannii

Cross-Links

• PubChem: 169521
• NPASS: NPC31187
• ChEMBL: CHEMBL458132
• LOTUS: LTS0075149
• wikiData: Q27135398