Macrocalin A

Details

• Internal ID: 577ddc0a-bca6-4dbf-a40c-fa589870c842
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,4S,8R,9R,12S,13S,16R)-9-hydroxy-7,7-dimethyl-17-methylidene-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecane-2,18-dione
• SMILES (Canonical): CC1(CCC2C3(C1C(OC3)O)C4CCC5CC4(C(=O)C5=C)C(=O)O2)C
• SMILES (Isomeric): CC1(CC[C@H]2[C@]3([C@@H]1[C@@H](OC3)O)[C@@H]4CC[C@@H]5C[C@]4(C(=O)C5=C)C(=O)O2)C
• InChI: InChI=1S/C20H26O5/c1-10-11-4-5-12-19(8-11,15(10)21)17(23)25-13-6-7-18(2,3)14-16(22)24-9-20(12,13)14/h11-14,16,22H,1,4-9H2,2-3H3/t11-,12-,13+,14-,16-,19+,20-/m1/s1
• InChI Key: QOAOBBJDPFYUKJ-RVMSTXCCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.80

Synonyms

• 10391-08-9
• Isodocarpin
• (1S,4S,8R,9R,12S,13S,16R)-9-hydroxy-7,7-dimethyl-17-methylidene-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecane-2,18-dione
• Enmein, 13-deoxy-
• CHEMBL3093767
• AKOS026674270
• (3R,3aR,6aS,8aS,11R,13aS,13bS)-3-hydroxy-4,4-dimethyl-10-methylenedecahydro-1H,8H-8a,11-methanocyclohepta[c]furo[3,4-e]chromene-8,9(10H)-dione
• (1S,4S,8R,9R,12S,13S,16R)-9-hydroxy-7,7-dimethyl-17-methylidene-3,10-dioxapentacyclo[14.2.1.0,.0,.0,]nonadecane-2,18-dione

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
CHEMBL3137262	O60341	LSD1/CoREST complex	91.38%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	91.14%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.13%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.43%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.21%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.82%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.78%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.70%	98.95%
CHEMBL3012	Q13946	Phosphodiesterase 7A	81.15%	99.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.36%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	80.04%	95.38%

Plants that contains it

• Arctotheca calendula
• Crotalaria laburnifolia
• Danae racemosa
• Daphniphyllum calycinum
• Elaeagnus angustifolia
• Isodon longitubus
• Isodon nervosus
• Isodon sculponeatus
• Isodon serra
• Melampodium argophyllum
• Ozothamnus obcordatus
• Quercus robur
• Salsola arbuscula

Cross-Links

• PubChem: 11382408
• NPASS: NPC101842
• ChEMBL: CHEMBL3093767
• LOTUS: LTS0252377
• wikiData: Q105224766