Triptolidenol

Details

• Internal ID: bfab68a8-9c08-4706-a93b-b40d8bb46742
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-17-one
• SMILES (Canonical): CC12CCC3=C(C1CC4C5(C26C(O6)C7C(C5O)(O7)C(C)(C)O)O4)COC3=O
• SMILES (Isomeric): C[C@]12CCC3=C([C@@H]1C[C@H]4[C@@]5([C@@]26[C@@H](O6)[C@H]7[C@@]([C@H]5O)(O7)C(C)(C)O)O4)COC3=O
• InChI: InChI=1S/C20H24O7/c1-16(2,23)19-12(26-19)13-20(27-13)17(3)5-4-8-9(7-24-14(8)21)10(17)6-11-18(20,25-11)15(19)22/h10-13,15,22-23H,4-7H2,1-3H3/t10-,11-,12-,13-,15-,17-,18+,19-,20+/m0/s1
• InChI Key: APBNDXHFQWSYOS-KSYZUNFVSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15220310 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.60

Synonyms

• 15-Hydroxytriptolide
• 8BBS7D4LA5
• TRIPTOLIDE, 15-HYDROXY-
• CHEBI:132333
• DTXSID60244206
• (1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-17-one
• Trisoxireno(4b,5:6,7:8a,9)phenanthro(1,2-c)furan-1(3H)-one, 3b,4,4a,6,6a,7a,7b,8b,9,10,-decahydro-6-hydroxy-6a-(1-hydroxy-1-methylethyl)-8b-methyl-, (3bS-(3balpha,4aalpha,5aR*,6beta,6abeta,7abeta,7balpha,8aR*,8bbeta))-
• (3BS,4AS,5AS,6R,6AR,7AS,7BS,8AS,8BS)-3B,4,4A,6,6A,7A,7B,8B,9,10-DECAHYDRO-6-HYDROXY-6A-(1-HYDROXY-1-METHYLETHYL)-8B-METHYLTRISOXIRENO(4B,5:6,7:8A,9)PHENANTHRO(1,2-C)FURAN-1(3H)-ONE
• (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-6-hydroxy-6a-(2-hydroxypropan-2-yl)-8b-methyl-3b,4,4a,6,6a,7a,7b,8b,9,10-decahydrotrisoxireno[6,7:8a,9:4b,5]phenanthro[1,2-c]furan-1(3H)-one
• TRISOXIRENO(4B,5:6,7:8A,9)PHENANTHRO(1,2-C)FURAN-1(3H)-ONE, 3B,4,4A,6,6A,7A,7B,8B,9,10-DECAHYDRO-6-HYDROXY-6A-(1-HYDROXY-1-METHYLETHYL)-8B-METHYL-, (3BS,4AS,5AS,6R,6AR,7AS,7BS,8AS,8BS)-
• TRISOXIRENO(4B,5:6,7:8A,9)PHENANTHRO(1,2-C)FURAN-1(3H)-ONE, 3B,4,4A,6,6A,7A,7B,8B,9,10-DECAHYDRO-6-HYDROXY-6A-(1-HYDROXY-1-METHYLETHYL)-8B-METHYL-, (3BS-(3B.ALPHA.,4A.ALPHA.,5AR*,6.BETA.,6A.BETA.,7A.BETA.,7B.ALPHA.,8AR*,8B.BETA.))-
• (1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyl-3,6,10,16-tetraoxaheptacyclo(11.7.0.02,4.02,9.05,7.09,11.014,18)icos-14(18)-en-17-one
• (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-6-hydroxy-6a-(2-hydroxypropan-2-yl)-8b-methyl-3b,4,4a,6,6a,7a,7b,8b,9,10-decahydrotrisoxireno(6,7:8a,9:4b,5)phenanthro(1,2-c)furan-1(3H)-one
• RefChem:192025
• DTXCID20166697
• TRISOXIRENO(4B,5:6,7:8A,9)PHENANTHRO(1,2-C)FURAN-1(3H)-ONE, 3B,4,4A,6,6A,7A,7B,8B,9,10-DECAHYDRO-6-HYDROXY-6A-(1-HYDROXY-1-METHYLETHYL)-8B-METHYL-, (3BS-(3BALPHA,4AALPHA,5AR*,6BETA,6ABETA,7ABETA,7BALPHA,8AR*,8BBETA))-
• 99694-86-7
• UNII-8BBS7D4LA5
• CHEMBL4798681
• SCHEMBL19255542
• APBNDXHFQWSYOS-KSYZUNFVSA-N
• Q15634169

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	96.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.88%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.83%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.47%	81.11%
CHEMBL2581	P07339	Cathepsin D	91.31%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.08%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.77%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.72%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.10%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.88%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.32%	97.28%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.12%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.79%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.47%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	80.28%	95.38%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.02%	97.50%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 3086461
• NPASS: NPC118039
• LOTUS: LTS0004970
• wikiData: Q15634169