Angelicolide

Details

• Internal ID: 19c589a2-0662-4db7-888f-7ca6aa258c37
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• SMILES (Canonical): CCCC1C(C2(C13C4=C(C=CCC4)C(=O)O3)C5=C(C=CCC5)C(=O)O2)CCC
• SMILES (Isomeric): CCCC1C(C2(C13C4=C(C=CCC4)C(=O)O3)C5=C(C=CCC5)C(=O)O2)CCC
• InChI: InChI=1S/C24H28O4/c1-3-9-19-20(10-4-2)24(18-14-8-6-12-16(18)22(26)28-24)23(19)17-13-7-5-11-15(17)21(25)27-23/h5-6,11-12,19-20H,3-4,7-10,13-14H2,1-2H3
• InChI Key: LSDFCPDLBLFHAT-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• NSC 382182
• Dispiro(isobenzofuran-1(3H),1'-cyclobutane-2',1''(3''H)-isobenzofuran)-3,3''-dione, 6,6'',7,7''-tetrahydro-3',4'-dipropyl-
• Dispiro[isobenzofuran-1(3H),1'-cyclobutane-2',1''(3''H)-isobenzofuran]-3,3''-dione, 6,6'',7,7''-tetrahydro-3',4'-dipropyl-
• dipropyldispiro[[?]]dione
• SCHEMBL11987228
• CHEBI:173263
• 3',4'-dipropyl-6,6'',7,7''-tetrahydro-3H,3''H-dispiro[2-benzofuran-1,1'-cyclobutane-2',1''-[2]benzofuran]-3,3''-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7677	76.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7885	78.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8499	84.99%
P-glycoprotein inhibitior	+	0.7812	78.12%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	+	0.5155	51.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	+	0.5680	56.80%
CYP2C9 inhibition	-	0.7726	77.26%
CYP2C19 inhibition	-	0.7933	79.33%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.6836	68.36%
CYP2C8 inhibition	-	0.8986	89.86%
CYP inhibitory promiscuity	-	0.5398	53.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.3676	36.76%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.8417	84.17%
Skin irritation	-	0.6121	61.21%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5614	56.14%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7356	73.56%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7452	74.52%
Acute Oral Toxicity (c)	III	0.6049	60.49%
Estrogen receptor binding	+	0.6827	68.27%
Androgen receptor binding	+	0.6795	67.95%
Thyroid receptor binding	-	0.5612	56.12%
Glucocorticoid receptor binding	+	0.6700	67.00%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	-	0.5255	52.55%
Honey bee toxicity	-	0.9343	93.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.67%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	90.14%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	83.64%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.39%	86.33%

Plants that contains it

• Angelica glauca

Cross-Links

• PubChem: 494308
• LOTUS: LTS0252274
• wikiData: Q105156472