CID 12073158

Details

• Internal ID: e62b7556-24b1-4814-9f45-168b67c498ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aS,6aS,6bR,8R,9R,10R,11R,12aR)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)CO)O)O)C)O)C)C2C1C)C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CCC4[C@]3(C[C@H](C5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)O)C)C2[C@H]1C)C)C(=O)O
• InChI: InChI=1S/C30H48O6/c1-16-9-10-30(25(35)36)12-11-28(5)18(22(30)17(16)2)7-8-21-26(3)13-20(33)24(34)27(4,15-31)23(26)19(32)14-29(21,28)6/h7,16-17,19-24,31-34H,8-15H2,1-6H3,(H,35,36)/t16-,17+,19-,20-,21?,22?,23?,24+,26-,27+,28-,29-,30+/m1/s1
• InChI Key: PRAUVHZJPXOEIF-UQPQHHFRSA-N
• Popularity: 143 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₆
• Molecular Weight: 504.70 g/mol
• Exact Mass: 504.34508925 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 4.40

Synonyms

• Madecassicside,(S)
• UPCMLD-DP049
• CHEMBL19097
• trihydroxy-9-(hydroxymethyl)-
• SCHEMBL24756829
• UPCMLD-DP049:001
• icosahydropicene-4a-carboxylic acid
• MFCD29048539
• NCGC00161617-01
• Q-100219
• ,7,8,8a,9,10,11,12,12a,12b,13,14b-
• 1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b
• (1S,2R,4aS,6aS,6bR,8R,9R,10R,11R,12aR)-8,10,11-
• (1S,2R,4aS,6aS,6bR,8R,9R,10R,11R,12aR)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
• 125265-67-0

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.95%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.53%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.06%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.58%	94.45%

Plants that contains it

• Centella asiatica
• Siphoneugena densiflora

Cross-Links

• PubChem: 12073158
• NPASS: NPC25848
• ChEMBL: CHEMBL19097
• LOTUS: LTS0206926
• wikiData: Q105213585