5-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-hydroxy-7,7-dimethylfuro[2,3-f]chromen-2-yl]benzene-1,3-diol

Details

• Internal ID: f02f33ce-fe3a-4b40-b45d-e317d4ba0bf8
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-[4-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-hydroxy-7,7-dimethylfuro[2,3-f]chromen-2-yl]benzene-1,3-diol
• InChI: InChI=1S/C29H32O5/c1-17(2)7-6-8-18(3)9-10-22-24-16-25(19-13-20(30)15-21(31)14-19)33-27(24)23-11-12-29(4,5)34-28(23)26(22)32/h7,9,11-16,30-32H,6,8,10H2,1-5H3/b18-9+
• InChI Key: JDHGGJLFIYASAS-GIJQJNRQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₅
• Molecular Weight: 460.60 g/mol
• Exact Mass: 460.22497412 g/mol
• Topological Polar Surface Area (TPSA): 83.10 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.64
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	-	0.6713	67.13%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8096	80.96%
OATP1B3 inhibitior	+	0.8735	87.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7814	78.14%
BSEP inhibitior	+	0.9760	97.60%
P-glycoprotein inhibitior	+	0.8797	87.97%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.6614	66.14%
CYP3A4 inhibition	-	0.5624	56.24%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.6239	62.39%
CYP2D6 inhibition	-	0.8592	85.92%
CYP1A2 inhibition	-	0.5335	53.35%
CYP2C8 inhibition	+	0.7404	74.04%
CYP inhibitory promiscuity	+	0.7814	78.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7600	76.00%
Skin irritation	-	0.7357	73.57%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5207	52.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.8813	88.13%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5833	58.33%
skin sensitisation	-	0.8025	80.25%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8490	84.90%
Acute Oral Toxicity (c)	I	0.3441	34.41%
Estrogen receptor binding	+	0.9167	91.67%
Androgen receptor binding	+	0.7818	78.18%
Thyroid receptor binding	+	0.6825	68.25%
Glucocorticoid receptor binding	+	0.8813	88.13%
Aromatase binding	+	0.7239	72.39%
PPAR gamma	+	0.8406	84.06%
Honey bee toxicity	-	0.7048	70.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.82%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.32%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.21%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.61%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.24%	92.08%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.39%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.48%	93.10%
CHEMBL221	P23219	Cyclooxygenase-1	87.19%	90.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.63%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.93%	97.28%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.16%	97.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.99%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%

Plants that contains it

• Sorocea bonplandii

Cross-Links

• PubChem: 101917222
• LOTUS: LTS0062154
• wikiData: Q105125484