Rabdoternin B

Details

• Internal ID: fe23dc36-686a-4315-acf8-d64ba3f2815b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,2R,5S,7R,8R,9S,10S,11R,15S,18R)-7,9,10,15,18-pentahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-16-one
• SMILES (Canonical): CC1(CCC(C23C1C(C(C45C2CCC(C4O)C(=C)C5O)(OC3=O)O)O)O)C
• SMILES (Isomeric): CC1(CC[C@@H]([C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H]([C@H]4O)C(=C)[C@H]5O)(OC3=O)O)O)O)C
• InChI: InChI=1S/C20H28O7/c1-8-9-4-5-10-18-11(21)6-7-17(2,3)12(18)15(24)20(26,27-16(18)25)19(10,13(8)22)14(9)23/h9-15,21-24,26H,1,4-7H2,2-3H3/t9-,10-,11-,12+,13+,14+,15-,18-,19-,20+/m0/s1
• InChI Key: FAAQEWNSVUDRKJ-QNZWLQKMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -0.70

Synonyms

• 128887-81-0
• (1S,4aR,5S,6S,6aR,7R,9S,11aR,11bR,14R)-1,5,6,7,14-pentahydroxy-4,4-dimethyl-8-methylenedodecahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalen-12-one
• (-)-Rabdoternin B
• CHEMBL2407388
• DTXSID60926232
• 1,6,7,14,15-Pentahydroxy-7,20-epoxykaur-16-en-20-one
• (1R,2R,5S,7R,8R,9S,10S,11R,15S,18R)-7,9,10,15,18-pentahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-16-one
• Kaur-16-en-20-oic acid, 1,6,7,7,14,15-hexahydroxy-, 20,7-lactone, (1alpha,6beta,7alpha,14R,15beta)-

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	91.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.49%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.48%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	86.77%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.51%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.33%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.81%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.23%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.04%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.83%	97.28%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.11%	93.04%
CHEMBL1871	P10275	Androgen Receptor	80.82%	96.43%

Plants that contains it

• Isodon rosthornii
• Isodon rubescens
• Isodon ternifolius

Cross-Links

• PubChem: 3086623
• LOTUS: LTS0183688
• wikiData: Q82900723