secotanapartholide A

Details

• Internal ID: 12508f33-668f-4952-9d6d-c69f4b25fac9
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (4S,5S)-5-[(1S,2R)-2-hydroxy-2-methyl-5-oxocyclopent-3-en-1-yl]-3-methylidene-4-(3-oxobutyl)oxolan-2-one
• SMILES (Canonical): CC(=O)CCC1C(OC(=O)C1=C)C2C(=O)C=CC2(C)O
• SMILES (Isomeric): CC(=O)CC[C@@H]1[C@H](OC(=O)C1=C)[C@@H]2C(=O)C=C[C@@]2(C)O
• InChI: InChI=1S/C15H18O5/c1-8(16)4-5-10-9(2)14(18)20-13(10)12-11(17)6-7-15(12,3)19/h6-7,10,12-13,19H,2,4-5H2,1,3H3/t10-,12-,13-,15+/m0/s1
• InChI Key: RTOGTHJTQOMSQZ-GZCFXPHUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL446076
• SCHEMBL6365420
• 85758-26-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	+	0.5173	51.73%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7513	75.13%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.8618	86.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9743	97.43%
P-glycoprotein inhibitior	-	0.8637	86.37%
P-glycoprotein substrate	-	0.8328	83.28%
CYP3A4 substrate	+	0.5609	56.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.8816	88.16%
CYP2C9 inhibition	-	0.8965	89.65%
CYP2C19 inhibition	-	0.9037	90.37%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.7489	74.89%
CYP2C8 inhibition	-	0.8482	84.82%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.5875	58.75%
Eye corrosion	-	0.9531	95.31%
Eye irritation	-	0.8990	89.90%
Skin irritation	+	0.5265	52.65%
Skin corrosion	-	0.7758	77.58%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7607	76.07%
skin sensitisation	-	0.6724	67.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5642	56.42%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	+	0.6196	61.96%
Androgen receptor binding	+	0.5809	58.09%
Thyroid receptor binding	-	0.5323	53.23%
Glucocorticoid receptor binding	-	0.4647	46.47%
Aromatase binding	-	0.6357	63.57%
PPAR gamma	-	0.6050	60.50%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9545	95.45%

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	95.28%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.68%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.21%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.92%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%

Plants that contains it

• Achillea clusiana
• Achillea millefolium
• Artemisia anomala
• Artemisia gilvescens
• Artemisia rutifolia
• Artemisia xerophytica
• Azolla pinnata subsp. asiatica
• Cyperus haspan
• Goniothalamus thwaitesii
• Pentzia incana
• Seriphidium deserti
• Tanacetum parthenium

Cross-Links

• PubChem: 10356188
• NPASS: NPC261607
• ChEMBL: CHEMBL446076
• LOTUS: LTS0219619
• wikiData: Q104252404