[(1S,2R,3S,4S,5R,6S,7R,12R,13R,15R,16R)-15-[(R)-acetyloxy(furan-3-yl)methyl]-3,13-dihydroxy-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-propanoyloxy-9,11,17-trioxapentacyclo[8.6.1.15,8.01,12.07,12]octadecan-4-yl] 2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 0f63e015-81de-4fca-8cc7-9222a156a8b7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,3S,4S,5R,6S,7R,12R,13R,15R,16R)-15-[(R)-acetyloxy(furan-3-yl)methyl]-3,13-dihydroxy-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-2-propanoyloxy-9,11,17-trioxapentacyclo[8.6.1.15,8.01,12.07,12]octadecan-4-yl] 2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CCC(=O)OC1C(C(C2(CC3C(C2CC(=O)OC)(C45C1(C(C(CC4O)(C)C(C6=COC=C6)OC(=O)C)CC(=O)OC)OC(O3)(O5)C)C)C)OC(=O)C7(C(O7)C)C)O
• SMILES (Isomeric): CCC(=O)O[C@@H]1[C@H]([C@H]([C@@]2(CC3[C@@]([C@H]2CC(=O)OC)([C@]45[C@@]1([C@@H]([C@](C[C@H]4O)(C)[C@H](C6=COC=C6)OC(=O)C)CC(=O)OC)OC(O3)(O5)C)C)C)OC(=O)C7(C(O7)C)C)O
• InChI: InChI=1S/C40H54O17/c1-11-26(43)52-32-29(46)31(53-33(47)37(7)19(2)54-37)35(5)17-25-36(6,22(35)14-27(44)48-9)40-24(42)16-34(4,30(51-20(3)41)21-12-13-50-18-21)23(15-28(45)49-10)39(32,40)56-38(8,55-25)57-40/h12-13,18-19,22-25,29-32,42,46H,11,14-17H2,1-10H3/t19?,22-,23+,24+,25?,29-,30-,31+,32+,34+,35+,36+,37?,38?,39-,40-/m0/s1
• InChI Key: SBOCNDPVWBAYNN-YOPGOPOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₄O₁₇
• Molecular Weight: 806.80 g/mol
• Exact Mass: 806.33610025 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 17
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	-	0.8461	84.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5651	56.51%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.7688	76.88%
OATP1B3 inhibitior	-	0.2905	29.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9660	96.60%
P-glycoprotein inhibitior	+	0.7903	79.03%
P-glycoprotein substrate	+	0.7657	76.57%
CYP3A4 substrate	+	0.7218	72.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8192	81.92%
CYP3A4 inhibition	+	0.7564	75.64%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.8001	80.01%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.8130	81.30%
CYP2C8 inhibition	+	0.7437	74.37%
CYP inhibitory promiscuity	-	0.8750	87.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5393	53.93%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.7008	70.08%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	+	0.5017	50.17%
Human Ether-a-go-go-Related Gene inhibition	+	0.6859	68.59%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8556	85.56%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8200	82.00%
Acute Oral Toxicity (c)	I	0.3975	39.75%
Estrogen receptor binding	+	0.7579	75.79%
Androgen receptor binding	+	0.7670	76.70%
Thyroid receptor binding	+	0.6056	60.56%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	+	0.6711	67.11%
PPAR gamma	+	0.7714	77.14%
Honey bee toxicity	-	0.6534	65.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.69%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	99.05%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.24%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.13%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.58%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.50%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.92%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.43%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.81%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.55%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.10%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.91%	95.89%
CHEMBL5028	O14672	ADAM10	85.01%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.08%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.92%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.23%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.79%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.57%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.46%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.44%	95.71%
CHEMBL4208	P20618	Proteasome component C5	81.31%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.85%	94.33%
CHEMBL2535	P11166	Glucose transporter	80.71%	98.75%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.29%	98.75%

Plants that contains it

• Swietenia macrophylla
• Swietenia mahagoni

Cross-Links

• PubChem: 101758882
• LOTUS: LTS0272034
• wikiData: Q104400852