Isooxoflaccidin

Details

• Internal ID: 89cfbc6f-5c7b-4182-ac30-818be6c1f1bc
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 6,13-dihydroxy-5-methoxy-2-oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaen-3-one
• SMILES (Canonical): COC1=C(C=C2CCC3=C4C2=C1C(=O)OC4=CC(=C3)O)O
• SMILES (Isomeric): COC1=C(C=C2CCC3=C4C2=C1C(=O)OC4=CC(=C3)O)O
• InChI: InChI=1S/C16H12O5/c1-20-15-10(18)5-8-3-2-7-4-9(17)6-11-12(7)13(8)14(15)16(19)21-11/h4-6,17-18H,2-3H2,1H3
• InChI Key: BGZXWSDKPBSMNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• AKOS040762937
• 135010-50-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8430	84.30%
Caco-2	+	0.7623	76.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7983	79.83%
OATP2B1 inhibitior	-	0.7063	70.63%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.9819	98.19%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6267	62.67%
P-glycoprotein inhibitior	-	0.8646	86.46%
P-glycoprotein substrate	-	0.9269	92.69%
CYP3A4 substrate	+	0.5492	54.92%
CYP2C9 substrate	-	0.5896	58.96%
CYP2D6 substrate	-	0.7948	79.48%
CYP3A4 inhibition	-	0.8525	85.25%
CYP2C9 inhibition	+	0.5530	55.30%
CYP2C19 inhibition	+	0.5726	57.26%
CYP2D6 inhibition	-	0.8265	82.65%
CYP1A2 inhibition	+	0.9473	94.73%
CYP2C8 inhibition	-	0.6896	68.96%
CYP inhibitory promiscuity	-	0.5895	58.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5573	55.73%
Eye corrosion	-	0.9741	97.41%
Eye irritation	+	0.7819	78.19%
Skin irritation	-	0.6131	61.31%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6251	62.51%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6911	69.11%
Acute Oral Toxicity (c)	III	0.5366	53.66%
Estrogen receptor binding	+	0.7869	78.69%
Androgen receptor binding	+	0.6589	65.89%
Thyroid receptor binding	-	0.6446	64.46%
Glucocorticoid receptor binding	+	0.8002	80.02%
Aromatase binding	+	0.7026	70.26%
PPAR gamma	+	0.7931	79.31%
Honey bee toxicity	-	0.9208	92.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8416	84.16%

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	99.04%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.05%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.41%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.62%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	87.29%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.22%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.56%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.78%	93.99%

Plants that contains it

• Agrostophyllum callosum
• Coelogyne flaccida
• Otochilus porrecta

Cross-Links

• PubChem: 14890492
• LOTUS: LTS0010771
• wikiData: Q104935836