Ansaspirolide

Details

• Internal ID: cb002dff-a635-4d9d-b470-eba69cfe9bf9
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (2'Z,3S,8'R)-2'-butylidene-8'-propylspiro[2-benzofuran-3,9'-3-oxatricyclo[5.2.2.01,5]undec-5-ene]-1,4'-dione
• SMILES (Canonical): CCCC=C1C23CCC(C=C2C(=O)O1)C(C34C5=CC=CC=C5C(=O)O4)CCC
• SMILES (Isomeric): CCC/C=C\1/C23CCC(C=C2C(=O)O1)[C@H]([C@]34C5=CC=CC=C5C(=O)O4)CCC
• InChI: InChI=1S/C24H26O4/c1-3-5-11-20-23-13-12-15(14-19(23)22(26)27-20)17(8-4-2)24(23)18-10-7-6-9-16(18)21(25)28-24/h6-7,9-11,14-15,17H,3-5,8,12-13H2,1-2H3/b20-11-/t15?,17-,23?,24+/m1/s1
• InChI Key: KKXDPTDDMLHVAK-POLTTXONSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₄
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL482223
• SCHEMBL16327611

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6307	63.07%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7914	79.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8159	81.59%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9459	94.59%
P-glycoprotein inhibitior	+	0.8710	87.10%
P-glycoprotein substrate	+	0.5055	50.55%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	0.8163	81.63%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	+	0.5695	56.95%
CYP2C9 inhibition	+	0.5441	54.41%
CYP2C19 inhibition	-	0.6068	60.68%
CYP2D6 inhibition	-	0.8394	83.94%
CYP1A2 inhibition	-	0.5929	59.29%
CYP2C8 inhibition	+	0.6043	60.43%
CYP inhibitory promiscuity	+	0.6574	65.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4782	47.82%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.9519	95.19%
Skin irritation	-	0.7239	72.39%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7620	76.20%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7113	71.13%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7605	76.05%
Acute Oral Toxicity (c)	III	0.5597	55.97%
Estrogen receptor binding	-	0.6228	62.28%
Androgen receptor binding	+	0.7136	71.36%
Thyroid receptor binding	-	0.5212	52.12%
Glucocorticoid receptor binding	+	0.7265	72.65%
Aromatase binding	+	0.5780	57.80%
PPAR gamma	+	0.6454	64.54%
Honey bee toxicity	-	0.8362	83.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	95.88%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.63%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.30%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.68%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.95%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.13%	89.00%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis

Cross-Links

• PubChem: 44575265
• NPASS: NPC51292