methyl 2-[6-(2-hydroxy-5-oxo-2H-furan-4-yl)-1,5,15,15-tetramethyl-14-(3-methyl-2-oxopent-3-enoxy)-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-yl]acetate

Details

• Internal ID: c3a615cd-ae9c-42bc-af4f-2ac651e91f40
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: methyl 2-[6-(2-hydroxy-5-oxo-2H-furan-4-yl)-1,5,15,15-tetramethyl-14-(3-methyl-2-oxopent-3-enoxy)-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-16-yl]acetate
• SMILES (Canonical): CC=C(C)C(=O)COC1C2C=C3C(CCC4(C3CC(=O)OC4C5=CC(OC5=O)O)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C
• SMILES (Isomeric): CC=C(C)C(=O)COC1C2C=C3C(CCC4(C3CC(=O)OC4C5=CC(OC5=O)O)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C
• InChI: InChI=1S/C33H42O10/c1-8-16(2)22(34)15-41-28-18-11-17-20(33(6,27(18)38)23(31(28,3)4)14-24(35)40-7)9-10-32(5)21(17)13-26(37)42-29(32)19-12-25(36)43-30(19)39/h8,11-12,18,20-21,23,25,28-29,36H,9-10,13-15H2,1-7H3
• InChI Key: SZZJZHWYBQXYQH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₀
• Molecular Weight: 598.70 g/mol
• Exact Mass: 598.27779753 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.7794	77.94%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8895	88.95%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.7042	70.42%
OATP1B3 inhibitior	+	0.8475	84.75%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9846	98.46%
P-glycoprotein inhibitior	+	0.8500	85.00%
P-glycoprotein substrate	+	0.6319	63.19%
CYP3A4 substrate	+	0.7184	71.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8892	88.92%
CYP3A4 inhibition	-	0.6665	66.65%
CYP2C9 inhibition	-	0.8121	81.21%
CYP2C19 inhibition	-	0.9408	94.08%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.9228	92.28%
CYP2C8 inhibition	+	0.6583	65.83%
CYP inhibitory promiscuity	-	0.8724	87.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4694	46.94%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.5987	59.87%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6633	66.33%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8906	89.06%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5624	56.24%
Acute Oral Toxicity (c)	I	0.7591	75.91%
Estrogen receptor binding	+	0.8354	83.54%
Androgen receptor binding	+	0.6954	69.54%
Thyroid receptor binding	+	0.5321	53.21%
Glucocorticoid receptor binding	+	0.8234	82.34%
Aromatase binding	+	0.6681	66.81%
PPAR gamma	+	0.7666	76.66%
Honey bee toxicity	-	0.6798	67.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.21%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.75%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.26%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.60%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.76%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	84.83%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.17%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.35%	94.33%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	82.93%	88.84%
CHEMBL5028	O14672	ADAM10	82.35%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.48%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.83%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.24%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.10%	92.62%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 162908300
• LOTUS: LTS0103702
• wikiData: Q104197830