TAGITININ C

ID: ALA463060

Max Phase: Preclinical

Molecular Formula: C19H24O6

Molecular Weight: 348.40

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Synonyms (1): tagitinin C
Synonyms from Alternative Forms(1):

Canonical SMILES: C=C1C(=O)O[C@@H]2/C=C(/C)C(=O)/C=C/[C@](C)(O)C[C@@H](OC(=O)C(C)C)[C@@H]12

Standard InChI: InChI=1S/C19H24O6/c1-10(2)17(21)25-15-9-19(5,23)7-6-13(20)11(3)8-14-16(15)12(4)18(22)24-14/h6-8,10,14-16,23H,4,9H2,1-3,5H3/b7-6+,11-8-/t14-,15-,16+,19+/m1/s1

Standard InChI Key: DUQSSEQKLJQACA-FESGBCJUSA-N

Associated Targets(Human)

Col2 437 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HL-60 67320 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 196354 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum 966862 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Transcriptional activator Myb 118 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Dihydroorotate dehydrogenase (fumarate) 195 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Leishmania braziliensis 1091 Activities

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 348.40	Molecular Weight (Monoisotopic): 348.1573	AlogP: 1.88	#Rotatable Bonds: 2
Polar Surface Area: 89.90	Molecular Species: NEUTRAL	HBA: 6	HBD: 1
#RO5 Violations: 0	HBA (Lipinski): 6	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 0
CX Acidic pKa:	CX Basic pKa:	CX LogP: 2.58	CX LogD: 2.58
Aromatic Rings: 0	Heavy Atoms: 25	QED Weighted: 0.61	Np Likeness Score: 3.05

References

1. Gu JQ, Gills JJ, Park EJ, Mata-Greenwood E, Hawthorne ME, Axelrod F, Chavez PI, Fong HH, Mehta RG, Pezzuto JM, Kinghorn AD.. (2002) Sesquiterpenoids from Tithonia diversifolia with potential cancer chemopreventive activity., 65 (4): [PMID:11975495] [10.1021/np010545m]
2. Kaur K, Jain M, Kaur T, Jain R.. (2009) Antimalarials from nature., 17 (9): [PMID:19299148] [10.1016/j.bmc.2009.02.050]
3. Lin H. (2013) Identification of liver X receptor and farnesoid X receptor dual agonists from Tithonia diversifolia, 22 (7): [10.1007/s00044-012-0359-5]
4. Schomburg C, Schuehly W, Da Costa FB, Klempnauer KH, Schmidt TJ.. (2013) Natural sesquiterpene lactones as inhibitors of Myb-dependent gene expression: structure-activity relationships., 63 [PMID:23501116] [10.1016/j.ejmech.2013.02.018]
5. Chibli LA, Schmidt TJ, Nonato MC, Calil FA, Da Costa FB.. (2018) Natural products as inhibitors of Leishmania major dihydroorotate dehydrogenase., 157 [PMID:30145372] [10.1016/j.ejmech.2018.08.033]