4a,8-dihydroxy-2,7-dimethoxy-9,9b-bis[(Z)-pentadec-10-enyl]dibenzofuran-1,4-dione

Details

• Internal ID: 7c35321c-4828-4765-a0d6-f9f65f6a3f92
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 4a,8-dihydroxy-2,7-dimethoxy-9,9b-bis[(Z)-pentadec-10-enyl]dibenzofuran-1,4-dione
• SMILES (Canonical): CCCCC=CCCCCCCCCCC1=C2C(=CC(=C1O)OC)OC3(C2(C(=O)C(=CC3=O)OC)CCCCCCCCCC=CCCCC)O
• SMILES (Isomeric): CCCC/C=C\CCCCCCCCCC1=C2C(=CC(=C1O)OC)OC3(C2(C(=O)C(=CC3=O)OC)CCCCCCCCC/C=C\CCCC)O
• InChI: InChI=1S/C44H68O7/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-35-40-36(33-37(49-3)41(35)46)51-44(48)39(45)34-38(50-4)42(47)43(40,44)32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h11-14,33-34,46,48H,5-10,15-32H2,1-4H3/b13-11-,14-12-
• InChI Key: MWRPRTUUNUVQNY-XSYHWHKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₈O₇
• Molecular Weight: 709.00 g/mol
• Exact Mass: 708.49650450 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 14.00
• Atomic LogP (AlogP): 11.07
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	-	0.7854	78.54%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.7901	79.01%
OATP1B3 inhibitior	-	0.2418	24.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9631	96.31%
P-glycoprotein inhibitior	+	0.7733	77.33%
P-glycoprotein substrate	+	0.5475	54.75%
CYP3A4 substrate	+	0.6586	65.86%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8094	80.94%
CYP3A4 inhibition	+	0.5483	54.83%
CYP2C9 inhibition	-	0.5445	54.45%
CYP2C19 inhibition	-	0.5443	54.43%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	+	0.6859	68.59%
CYP2C8 inhibition	+	0.7749	77.49%
CYP inhibitory promiscuity	+	0.6057	60.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8707	87.07%
Skin irritation	-	0.7095	70.95%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4325	43.25%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8507	85.07%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6954	69.54%
Acute Oral Toxicity (c)	II	0.3873	38.73%
Estrogen receptor binding	+	0.7760	77.60%
Androgen receptor binding	+	0.8096	80.96%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	+	0.6945	69.45%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	+	0.5276	52.76%
Honey bee toxicity	-	0.8761	87.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7324	73.24%
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	99.25%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	96.89%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.47%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.26%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.57%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.80%	96.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.12%	93.99%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.53%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.35%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.74%	82.38%
CHEMBL3401	O75469	Pregnane X receptor	87.63%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	86.00%	93.31%
CHEMBL1255126	O15151	Protein Mdm4	83.53%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.96%	94.75%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.99%	90.24%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.76%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.64%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.60%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.53%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.55%	90.00%

Plants that contains it

• Iris domestica

Cross-Links

• PubChem: 101916319
• LOTUS: LTS0090300
• wikiData: Q105173746