Espicufolin

Details

• Internal ID: 71b33dd7-871b-4605-8c00-57f6ff94b176
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2-[(2R)-butan-2-yl]-11-hydroxy-5-(hydroxymethyl)naphtho[2,3-h]chromene-4,7,12-trione
• InChI: InChI=1S/C22H18O6/c1-3-10(2)16-8-15(25)17-11(9-23)7-13-19(22(17)28-16)21(27)18-12(20(13)26)5-4-6-14(18)24/h4-8,10,23-24H,3,9H2,1-2H3/t10-/m1/s1
• InChI Key: HXAZTNIVBVVFJS-SNVBAGLBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₆
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.11033829 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 2-[(2R)-butan-2-yl]-11-hydroxy-5-(hydroxymethyl)-4H-naphtho[2,3-h]chromene-4,7,12-trione
• CHEBI:65867
• Q27134359
• 2-[(2R)-butan-2-yl]-11-hydroxy-5-(hydroxymethyl)naphtho[2,3-h]chromene-4,7,12-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	-	0.5731	57.31%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7324	73.24%
OATP2B1 inhibitior	-	0.5697	56.97%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7692	76.92%
P-glycoprotein inhibitior	-	0.6000	60.00%
P-glycoprotein substrate	-	0.6489	64.89%
CYP3A4 substrate	+	0.5373	53.73%
CYP2C9 substrate	+	0.6107	61.07%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.7355	73.55%
CYP2C9 inhibition	+	0.6962	69.62%
CYP2C19 inhibition	+	0.6324	63.24%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	+	0.7767	77.67%
CYP2C8 inhibition	-	0.7324	73.24%
CYP inhibitory promiscuity	-	0.5784	57.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8713	87.13%
Carcinogenicity (trinary)	Non-required	0.6843	68.43%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8358	83.58%
Skin irritation	-	0.8106	81.06%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5420	54.20%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5836	58.36%
Acute Oral Toxicity (c)	III	0.6311	63.11%
Estrogen receptor binding	+	0.8278	82.78%
Androgen receptor binding	+	0.7876	78.76%
Thyroid receptor binding	-	0.5919	59.19%
Glucocorticoid receptor binding	+	0.7533	75.33%
Aromatase binding	+	0.6187	61.87%
PPAR gamma	+	0.8711	87.11%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9446	94.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.07%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	96.84%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.27%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	94.06%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.93%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.64%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.49%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.71%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.75%	95.93%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.12%	96.67%
CHEMBL2535	P11166	Glucose transporter	81.51%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.78%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11794029
• LOTUS: LTS0165185
• wikiData: Q27134359