Paspalinine

Details

• Internal ID: 5534f475-68cb-4a06-8062-5c6fb443c6e3
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,4R,5S,16S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-25,26-dioxa-7-azaheptacyclo[21.2.1.01,20.04,19.05,16.06,14.08,13]hexacosa-6(14),8,10,12,20-pentaen-22-one
• SMILES (Canonical): CC1(C2C(=O)C=C3C4(CCC5CC6=C(C5(C4(CCC3(O2)O1)C)C)NC7=CC=CC=C67)O)C
• SMILES (Isomeric): C[C@]12CC[C@]34C(=CC(=O)[C@H](O3)C(O4)(C)C)[C@@]1(CC[C@@H]5[C@@]2(C6=C(C5)C7=CC=CC=C7N6)C)O
• InChI: InChI=1S/C27H31NO4/c1-23(2)22-19(29)14-20-26(30)10-9-15-13-17-16-7-5-6-8-18(16)28-21(17)25(15,4)24(26,3)11-12-27(20,31-22)32-23/h5-8,14-15,22,28,30H,9-13H2,1-4H3/t15-,22-,24+,25+,26+,27-/m0/s1
• InChI Key: BPTIXFRJAOKMRK-SAMRHTEJSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁NO₄
• Molecular Weight: 433.50 g/mol
• Exact Mass: 433.22530847 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 3.20

Synonyms

• 63722-91-8
• D97Q5DS722
• (1S,4R,5S,16S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-25,26-dioxa-7-azaheptacyclo[21.2.1.01,20.04,19.05,16.06,14.08,13]hexacosa-6(14),8,10,12,20-pentaen-22-one
• UNII-D97Q5DS722
• PASPALININ
• (+)-PASPALININE
• 11-HYDROXYPASPALICINE
• CHEBI:138862
• HY-N10080
• AKOS040762788
• 4H-3,15a-Epoxy-1-benzoxepino(6',7':6,7)indeno(1,2-b)indol-4-one, 2,3,5b,6,7,7a,8,13,13b,13c,14,15-dodecahydro-5b-hydroxy-2,2,13b,13c-tetramethyl-2,3,5b,6,7,7a,8,13,13b,13c,14,15-dodecahydro-5b-hydroxy-2,2,13b,13c-tetramethyl-, (3R,5bS,7aS,13bS,13cR,15aS)-
• CS-0255482
• C20554
• Q27276261
• 4H-3,15A-EPOXY-1-BENZOXEPINO(6',7':6,7)INDENO(1,2-B)INDOL-4-ONE, 2,3,5B,6,7,7A,8,13,13B,13C,14,15-DODECAHYDRO-5B-HYDROXY-2,2,13B,13C-TETRAMETHYL-, (3R,5BS,7AS,13BS,13CR,15AS)-
• 4H-3,15A-EPOXY-1-BENZOXEPINO(6',7':6,7)INDENO(1,2-B)INDOL-4-ONE, 2,3,5B,6,7,7A,8,13,13B,13C,14,15-DODECAHYDRO-5B-HYDROXY-2,2,13B,13C-TETRAMETHYL-, (3R-(3.ALPHA.,5B.ALPHA.,7A.BETA.,13B.ALPHA.,13C.BETA.,15A.ALPHA.))-
• 4H-3,15a-Epoxy-1-benzoxepino(6',7':6,7)indeno(1,2-b)indol-4-one, 2,3,5b,6,7,7a,8,13,13b,13c,14,15-dodecahydro-5b-hydroxy-2,2,13b,13c-tetramethyl-, (3R-(3alpha,5balpha,7abeta,13balpha,13cbeta,15aalpha))-

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	99.26%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.33%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	94.73%	94.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.65%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.77%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.38%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.87%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.27%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.28%	91.49%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.09%	94.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.65%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.97%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.11%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.00%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	82.69%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.32%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.08%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.18%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.06%	96.61%

Plants that contains it

• Upuna borneensis
• Vatica pauciflora
• Vitis vinifera

Cross-Links

• PubChem: 9867531
• LOTUS: LTS0257557
• wikiData: Q105179655