Protofarrerol

Details

• Internal ID: 794c8e08-e86b-4f06-b2a2-4047231b663f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-2-(1-hydroxy-4-oxocyclohex-2-en-1-yl)-6,8-dimethyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H18O6/c1-8-14(20)9(2)16-13(15(8)21)11(19)7-12(23-16)17(22)5-3-10(18)4-6-17/h3,5,12,20-22H,4,6-7H2,1-2H3
• InChI Key: SNECKVXOGZRKLV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:184985
• LMPK12140695
• 5,7-dihydroxy-2-(1-hydroxy-4-oxocyclohex-2-en-1-yl)-6,8-dimethyl-2,3-dihydrochromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9466	94.66%
Caco-2	-	0.8177	81.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7476	74.76%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.8581	85.81%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8608	86.08%
BSEP inhibitior	-	0.7729	77.29%
P-glycoprotein inhibitior	-	0.8577	85.77%
P-glycoprotein substrate	-	0.7877	78.77%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.6759	67.59%
CYP2C9 inhibition	-	0.7877	78.77%
CYP2C19 inhibition	-	0.7815	78.15%
CYP2D6 inhibition	-	0.8852	88.52%
CYP1A2 inhibition	-	0.5851	58.51%
CYP2C8 inhibition	-	0.7182	71.82%
CYP inhibitory promiscuity	-	0.8965	89.65%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6232	62.32%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.5874	58.74%
Skin irritation	-	0.6959	69.59%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5727	57.27%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5392	53.92%
skin sensitisation	-	0.8242	82.42%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7656	76.56%
Acute Oral Toxicity (c)	III	0.3854	38.54%
Estrogen receptor binding	+	0.8526	85.26%
Androgen receptor binding	+	0.5237	52.37%
Thyroid receptor binding	+	0.5805	58.05%
Glucocorticoid receptor binding	+	0.8920	89.20%
Aromatase binding	-	0.5204	52.04%
PPAR gamma	+	0.7675	76.75%
Honey bee toxicity	-	0.9158	91.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9484	94.84%

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	96.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.25%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.48%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.25%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.00%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.90%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.96%	93.04%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.82%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.90%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.78%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%

Plants that contains it

• Monachosorum henryi

Cross-Links

• PubChem: 13833300
• LOTUS: LTS0016760
• wikiData: Q105256362