Prenylcandidusin A

Details

• Internal ID: 5644c668-7ca2-47c3-b8b6-d2942fa8fa01
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Phenylbenzofurans
• IUPAC Name: 7-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-6,9-dimethoxydibenzofuran-2,3-diol
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C2=CC(=C3C4=CC(=C(C=C4OC3=C2OC)O)O)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)C2=CC(=C3C4=CC(=C(C=C4OC3=C2OC)O)O)OC)O)C
• InChI: InChI=1S/C25H24O6/c1-13(2)5-6-15-9-14(7-8-18(15)26)16-11-22(29-3)23-17-10-19(27)20(28)12-21(17)31-25(23)24(16)30-4/h5,7-12,26-28H,6H2,1-4H3
• InChI Key: BNLTUQWJGCSQHG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.15728848 g/mol
• Topological Polar Surface Area (TPSA): 92.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.90
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEMBL1795461
• CHEBI:67530
• DTXSID801130915
• 1297472-18-4
• Q27135999
• 2,3-Dibenzofurandiol, 7-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-6,9-dimethoxy-
• 7-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-6,9-dimethoxydibenzo[b,d]furan-2,3-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6202	62.02%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6650	66.50%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9357	93.57%
P-glycoprotein inhibitior	+	0.7518	75.18%
P-glycoprotein substrate	-	0.5975	59.75%
CYP3A4 substrate	+	0.5754	57.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3752	37.52%
CYP3A4 inhibition	-	0.6973	69.73%
CYP2C9 inhibition	+	0.8267	82.67%
CYP2C19 inhibition	+	0.8831	88.31%
CYP2D6 inhibition	-	0.7249	72.49%
CYP1A2 inhibition	+	0.7288	72.88%
CYP2C8 inhibition	+	0.7814	78.14%
CYP inhibitory promiscuity	+	0.9330	93.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5149	51.49%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.5292	52.92%
Skin irritation	-	0.7897	78.97%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7881	78.81%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7795	77.95%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8497	84.97%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.9478	94.78%
Androgen receptor binding	+	0.8602	86.02%
Thyroid receptor binding	+	0.7584	75.84%
Glucocorticoid receptor binding	+	0.9213	92.13%
Aromatase binding	+	0.7525	75.25%
PPAR gamma	+	0.8540	85.40%
Honey bee toxicity	-	0.7262	72.62%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	99.57%	91.11%
CHEMBL5747	Q92793	CREB-binding protein	95.10%	95.12%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.45%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.60%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.55%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.88%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.66%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.45%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.23%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.82%	92.62%
CHEMBL3438	Q05513	Protein kinase C zeta	87.58%	88.48%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.64%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.43%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.02%	94.03%
CHEMBL3194	P02766	Transthyretin	85.96%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.69%	97.28%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.72%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.89%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.74%	80.78%
CHEMBL2535	P11166	Glucose transporter	81.35%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.27%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.82%	92.94%
CHEMBL242	Q92731	Estrogen receptor beta	80.07%	98.35%

Plants that contains it

• Acrostichum aureum
• Anthocleista procera
• Crepidiastrum denticulatum subsp. denticulatum
• Pseudognaphalium oligandrum
• Sideritis hirsuta
• Wulfenia orientalis

Cross-Links

• PubChem: 53354806
• NPASS: NPC49667
• ChEMBL: CHEMBL1795461
• LOTUS: LTS0213812
• wikiData: Q27135999