[(1R,2R,5R,6R,10S,13S,14S,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-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: 247dca4d-ead6-49ee-b821-cc812994c00d
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: [(1R,2R,5R,6R,10S,13S,14S,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-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)C(C(=O)OC)OC(=O)C)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)[C@H](C(=O)OC)OC(=O)C)C)C
• InChI: InChI=1S/C35H44O10/c1-17(2)18(3)31(39)45-30-22-14-21-23(10-12-34(7)24(21)15-25(37)44-29(34)20-11-13-42-16-20)35(8,28(22)38)27(33(30,5)6)26(32(40)41-9)43-19(4)36/h11,13-14,16,22-24,26-27,29-30H,10,12,15H2,1-9H3/t22-,23-,24+,26-,27+,29+,30+,34-,35-/m1/s1
• InChI Key: ISPGZIUKMNZQID-YJKRHCIASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₀
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.29344760 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.46
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.7791	77.91%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8229	82.29%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	-	0.4638	46.38%
OATP1B3 inhibitior	+	0.8914	89.14%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9847	98.47%
P-glycoprotein inhibitior	+	0.8823	88.23%
P-glycoprotein substrate	+	0.6670	66.70%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	+	0.8276	82.76%
CYP2C9 inhibition	-	0.8296	82.96%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.6745	67.45%
CYP inhibitory promiscuity	-	0.7445	74.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4498	44.98%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8895	88.95%
Skin irritation	-	0.6706	67.06%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.6148	61.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7263	72.63%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8431	84.31%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5831	58.31%
Acute Oral Toxicity (c)	I	0.5297	52.97%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.7087	70.87%
Thyroid receptor binding	+	0.5790	57.90%
Glucocorticoid receptor binding	+	0.8218	82.18%
Aromatase binding	+	0.6417	64.17%
PPAR gamma	+	0.7820	78.20%
Honey bee toxicity	-	0.7341	73.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	99.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.53%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.10%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.64%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.29%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.23%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.07%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.60%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.19%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.88%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.77%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.59%	92.88%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.57%	80.96%
CHEMBL5255	O00206	Toll-like receptor 4	83.57%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.97%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.78%	92.62%
CHEMBL5028	O14672	ADAM10	81.42%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.28%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.50%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

• Swietenia mahagoni

Cross-Links

• PubChem: 163000681
• LOTUS: LTS0204568
• wikiData: Q105119690