Flaccidinin

Details

• Internal ID: 9ad37940-73ab-435a-abaf-3b8832a12cae
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 5,13-dihydroxy-6-methoxy-2-oxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,9,11,13-heptaen-3-one
• SMILES (Canonical): COC1=C(C2=C3C(=C1)C=CC4=CC(=CC(=C43)OC2=O)O)O
• SMILES (Isomeric): COC1=C(C2=C3C(=C1)C=CC4=CC(=CC(=C43)OC2=O)O)O
• InChI: InChI=1S/C16H10O5/c1-20-11-5-8-3-2-7-4-9(17)6-10-12(7)13(8)14(15(11)18)16(19)21-10/h2-6,17-18H,1H3
• InChI Key: ALAISIZALDGSME-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₅
• Molecular Weight: 282.25 g/mol
• Exact Mass: 282.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• AKOS040763183
• 121817-23-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9523	95.23%
Caco-2	+	0.6805	68.05%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7210	72.10%
OATP2B1 inhibitior	-	0.7026	70.26%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.9780	97.80%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6704	67.04%
P-glycoprotein inhibitior	-	0.6797	67.97%
P-glycoprotein substrate	-	0.8508	85.08%
CYP3A4 substrate	-	0.5069	50.69%
CYP2C9 substrate	-	0.5385	53.85%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.8640	86.40%
CYP2C9 inhibition	-	0.7894	78.94%
CYP2C19 inhibition	-	0.6550	65.50%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	+	0.8977	89.77%
CYP2C8 inhibition	+	0.5965	59.65%
CYP inhibitory promiscuity	-	0.5730	57.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5569	55.69%
Eye corrosion	-	0.9599	95.99%
Eye irritation	+	0.9138	91.38%
Skin irritation	-	0.5473	54.73%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7546	75.46%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9372	93.72%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.7824	78.24%
Estrogen receptor binding	+	0.8254	82.54%
Androgen receptor binding	+	0.8154	81.54%
Thyroid receptor binding	+	0.5633	56.33%
Glucocorticoid receptor binding	+	0.9403	94.03%
Aromatase binding	+	0.7033	70.33%
PPAR gamma	+	0.8417	84.17%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.8975	89.75%

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	97.55%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.71%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.15%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.28%	94.42%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.46%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.45%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.97%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.46%	89.00%
CHEMBL3194	P02766	Transthyretin	84.26%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.71%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.27%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.26%	94.45%

Plants that contains it

• Agrostophyllum brevipes
• Agrostophyllum callosum
• Coelogyne flaccida

Cross-Links

• PubChem: 14237634
• LOTUS: LTS0228473
• wikiData: Q104397081