Aspergiloid F

Details

• Internal ID: 380f7a44-37a0-4f12-b831-d281bb833d19
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 6,6,14-trimethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-1,7,9(17),13,15-pentaene-8,12-diol
• SMILES (Canonical): CC1=C2C(COC3=C2C(=C4CCCC(C4=C3O)(C)C)C=C1)O
• SMILES (Isomeric): CC1=C2C(COC3=C2C(=C4CCCC(C4=C3O)(C)C)C=C1)O
• InChI: InChI=1S/C19H22O3/c1-10-6-7-11-12-5-4-8-19(2,3)16(12)17(21)18-15(11)14(10)13(20)9-22-18/h6-7,13,20-21H,4-5,8-9H2,1-3H3
• InChI Key: WBARWKOEKWQJTK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.6717	67.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7304	73.04%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7037	70.37%
P-glycoprotein inhibitior	-	0.8656	86.56%
P-glycoprotein substrate	-	0.5734	57.34%
CYP3A4 substrate	+	0.5806	58.06%
CYP2C9 substrate	-	0.5318	53.18%
CYP2D6 substrate	+	0.4783	47.83%
CYP3A4 inhibition	-	0.9343	93.43%
CYP2C9 inhibition	-	0.8225	82.25%
CYP2C19 inhibition	-	0.8034	80.34%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	+	0.5554	55.54%
CYP2C8 inhibition	+	0.5831	58.31%
CYP inhibitory promiscuity	-	0.8814	88.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6010	60.10%
Skin irritation	-	0.7942	79.42%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5676	56.76%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5622	56.22%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9308	93.08%
Acute Oral Toxicity (c)	III	0.7311	73.11%
Estrogen receptor binding	+	0.7095	70.95%
Androgen receptor binding	+	0.6067	60.67%
Thyroid receptor binding	+	0.6524	65.24%
Glucocorticoid receptor binding	+	0.7575	75.75%
Aromatase binding	-	0.6416	64.16%
PPAR gamma	+	0.8275	82.75%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8953	89.53%

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	99.07%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.99%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.69%	91.79%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.25%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.65%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.35%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.74%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.55%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.45%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.76%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588383
• LOTUS: LTS0214309
• wikiData: Q104200061