[(1R,2R,5R,6R,10S,13S,14S,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] 2,3-dimethylbut-2-enoate

Details

• Internal ID: 73b43dbb-f688-4b12-95d5-8b59c5d88274
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: [(1R,2R,5R,6R,10S,13S,14S,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-11-en-14-yl] 2,3-dimethylbut-2-enoate
• SMILES (Canonical): CC(=C(C)C(=O)OC1C2C=C3C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C)C
• SMILES (Isomeric): CC(=C(C)C(=O)O[C@H]1[C@@H]2C=C3[C@@H](CC[C@@]4([C@H]3CC(=O)O[C@H]4C5=COC=C5)C)[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)C
• InChI: InChI=1S/C33H42O8/c1-17(2)18(3)30(37)41-29-21-13-20-22(33(7,27(21)36)24(31(29,4)5)15-25(34)38-8)9-11-32(6)23(20)14-26(35)40-28(32)19-10-12-39-16-19/h10,12-13,16,21-24,28-29H,9,11,14-15H2,1-8H3/t21-,22-,23+,24+,28+,29+,32-,33-/m1/s1
• InChI Key: BUFYOXOIVOUKQT-CYZUABTKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₈
• Molecular Weight: 566.70 g/mol
• Exact Mass: 566.28796829 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.92
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	-	0.7208	72.08%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8326	83.26%
OATP2B1 inhibitior	-	0.5701	57.01%
OATP1B1 inhibitior	-	0.5790	57.90%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9919	99.19%
P-glycoprotein inhibitior	+	0.8682	86.82%
P-glycoprotein substrate	+	0.6636	66.36%
CYP3A4 substrate	+	0.7209	72.09%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	-	0.7754	77.54%
CYP2C19 inhibition	-	0.8086	80.86%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8292	82.92%
CYP2C8 inhibition	+	0.7032	70.32%
CYP inhibitory promiscuity	-	0.5901	59.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8780	87.80%
Skin irritation	-	0.6856	68.56%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8116	81.16%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8388	83.88%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5620	56.20%
Acute Oral Toxicity (c)	I	0.5641	56.41%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.6942	69.42%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.8505	85.05%
Aromatase binding	+	0.6838	68.38%
PPAR gamma	+	0.7748	77.48%
Honey bee toxicity	-	0.7903	79.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	98.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.00%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.66%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.34%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.83%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.48%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.22%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	85.69%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.63%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.56%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.52%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.05%	82.69%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	84.07%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.94%	89.00%
CHEMBL5028	O14672	ADAM10	83.08%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.07%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.27%	100.00%

Plants that contains it

• Fossombronia alaskana
• Scapania bolanderi
• Swietenia mahagoni

Cross-Links

• PubChem: 163052535
• LOTUS: LTS0174972
• wikiData: Q104169960