Heracol

Details

• Internal ID: f7ed8b15-d0c1-4923-a692-e2574f73b4b3
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
• IUPAC Name: 9-(2-hydroxy-3-methylbutoxy)-4-methoxyfuro[3,2-g]chromen-7-one
• InChI: InChI=1S/C17H18O6/c1-9(2)12(18)8-22-17-15-11(6-7-21-15)14(20-3)10-4-5-13(19)23-16(10)17/h4-7,9,12,18H,8H2,1-3H3
• InChI Key: XRBMPACVVNZLIO-UHFFFAOYSA-N
• Popularity: 2 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): 78.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (+)-9-(2-Hydroxy-3-methylbutoxy)-4-methoxy-7H-furo[3,2-g][1]benzopyran-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.5949	59.49%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	-	0.3011	30.11%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4848	48.48%
P-glycoprotein inhibitior	-	0.6551	65.51%
P-glycoprotein substrate	-	0.7663	76.63%
CYP3A4 substrate	-	0.5316	53.16%
CYP2C9 substrate	-	0.8220	82.20%
CYP2D6 substrate	-	0.8085	80.85%
CYP3A4 inhibition	-	0.8482	84.82%
CYP2C9 inhibition	-	0.8445	84.45%
CYP2C19 inhibition	-	0.7107	71.07%
CYP2D6 inhibition	-	0.6175	61.75%
CYP1A2 inhibition	-	0.6397	63.97%
CYP2C8 inhibition	-	0.8048	80.48%
CYP inhibitory promiscuity	-	0.8043	80.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5322	53.22%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8059	80.59%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4513	45.13%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	+	0.7553	75.53%
skin sensitisation	-	0.7990	79.90%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8988	89.88%
Acute Oral Toxicity (c)	III	0.6831	68.31%
Estrogen receptor binding	+	0.7180	71.80%
Androgen receptor binding	+	0.6588	65.88%
Thyroid receptor binding	-	0.5355	53.55%
Glucocorticoid receptor binding	+	0.7626	76.26%
Aromatase binding	+	0.6689	66.89%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.8983	89.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8086	80.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.27%	83.82%
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.10%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.17%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.87%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.62%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.44%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.26%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.29%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.76%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.73%	92.62%

Plants that contains it

• Heracleum leskovii

Cross-Links

• PubChem: 15596588
• LOTUS: LTS0117597
• wikiData: Q105340325