ID: ALA68727

Max Phase: Preclinical

Molecular Formula: C14H14O5

Molecular Weight: 262.26

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Representations

Synonyms (1): (+)-Cis-Khellactone
Synonyms from Alternative Forms(1):

Canonical SMILES: CC1(C)Oc2ccc3ccc(=O)oc3c2[C@@H](O)[C@H]1O

Standard InChI: InChI=1S/C14H14O5/c1-14(2)13(17)11(16)10-8(19-14)5-3-7-4-6-9(15)18-12(7)10/h3-6,11,13,16-17H,1-2H3/t11-,13-/m1/s1

Standard InChI Key: HKXQUNNSKMWIKJ-DGCLKSJQSA-N

Associated Targets(Human)

HepG2 196354 Activities

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

Tyrosyl-DNA phosphodiesterase 1 345557 Activities

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

Rap guanine nucleotide exchange factor 3 15528 Activities

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

Protein-tyrosine phosphatase 1B 8528 Activities

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

Associated Targets(non-human)

Rattus norvegicus 775804 Activities

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

Mus musculus 284745 Activities

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

Human immunodeficiency virus 1 70413 Activities

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

Amaranthus hypochondriacus 68 Activities

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

Echinochloa crus-galli 3685 Activities

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

Plasmodium falciparum 966862 Activities

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

Thioredoxin reductase 1, cytoplasmic 45279 Activities

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

Natural Product: Yes	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: Yes

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: 262.26	Molecular Weight (Monoisotopic): 262.0841	AlogP: 1.36	#Rotatable Bonds: 0
Polar Surface Area: 79.90	Molecular Species: NEUTRAL	HBA: 5	HBD: 2
#RO5 Violations: 0	HBA (Lipinski): 5	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 0
CX Acidic pKa: 12.56	CX Basic pKa:	CX LogP: 0.81	CX LogD: 0.81
Aromatic Rings: 2	Heavy Atoms: 19	QED Weighted: 0.70	Np Likeness Score: 2.21

References

1. Matsuda H, Murakami T, Kageura T, Ninomiya K, Toguchida I, Nishida N, Yoshikawa M.. (1998) Hepatoprotective and nitric oxide production inhibitory activities of coumarin and polyacetylene constituents from the roots of Angelica furcijuga., 8 (16): [PMID:9873511] [10.1016/s0960-894x(98)00391-6]
2. Huang L, Kashiwada Y, Cosentino LM, Fan S, Chen CH, McPhail AT, Fujioka T, Mihashi K, Lee KH.. (1994) Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs., 37 (23): [PMID:7525962] [10.1021/jm00049a014]
3. Valencia-Islas N, Abbas H, Bye R, Toscano R, Mata R.. (2002) Phytotoxic compounds from Prionosciadium watsoni., 65 (6): [PMID:12088423] [10.1021/np010448t]
4. PubChem BioAssay data set,
5. Li JL, Gao LX, Meng FW, Tang CL, Zhang RJ, Li JY, Luo C, Li J, Zhao WM.. (2015) PTP1B inhibitors from stems of Angelica keiskei (Ashitaba)., 25 (10): [PMID:25891102] [10.1016/j.bmcl.2015.04.003]