Aurantricholide A

Details

• Internal ID: 1db9c857-25d2-4429-b937-91001ec11e42
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins
• IUPAC Name: 6,7-dihydroxy-3-phenylfuro[3,2-b]chromen-2-one
• SMILES (Canonical): C1=CC=C(C=C1)C2=C3C(=CC4=CC(=C(C=C4O3)O)O)OC2=O
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C3C(=CC4=CC(=C(C=C4O3)O)O)OC2=O
• InChI: InChI=1S/C17H10O5/c18-11-6-10-7-14-16(21-13(10)8-12(11)19)15(17(20)22-14)9-4-2-1-3-5-9/h1-8,18-19H
• InChI Key: VHGQLKWOTZUUOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₀O₅
• Molecular Weight: 294.26 g/mol
• Exact Mass: 294.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	-	0.8930	89.30%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8026	80.26%
OATP2B1 inhibitior	-	0.5648	56.48%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6258	62.58%
P-glycoprotein inhibitior	-	0.7628	76.28%
P-glycoprotein substrate	-	0.9305	93.05%
CYP3A4 substrate	-	0.5768	57.68%
CYP2C9 substrate	-	0.7924	79.24%
CYP2D6 substrate	-	0.8551	85.51%
CYP3A4 inhibition	-	0.5806	58.06%
CYP2C9 inhibition	+	0.7778	77.78%
CYP2C19 inhibition	-	0.5511	55.11%
CYP2D6 inhibition	-	0.8666	86.66%
CYP1A2 inhibition	+	0.6469	64.69%
CYP2C8 inhibition	+	0.6738	67.38%
CYP inhibitory promiscuity	-	0.6633	66.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.8787	87.87%
Skin irritation	+	0.5104	51.04%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8675	86.75%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.5086	50.86%
skin sensitisation	-	0.8129	81.29%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4869	48.69%
Acute Oral Toxicity (c)	II	0.6884	68.84%
Estrogen receptor binding	+	0.9051	90.51%
Androgen receptor binding	+	0.9158	91.58%
Thyroid receptor binding	+	0.6525	65.25%
Glucocorticoid receptor binding	+	0.8975	89.75%
Aromatase binding	+	0.8113	81.13%
PPAR gamma	+	0.9503	95.03%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9631	96.31%

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	98.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.80%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.04%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.35%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.28%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.12%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.73%	94.62%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	81.76%	95.72%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.34%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10589855
• LOTUS: LTS0163075
• wikiData: Q77569799