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

Details

• Internal ID: 33372cfc-ebbf-4f1e-a0e6-a64aa704787f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,3S,4S,5R,6S,7R,12R,13R,15S,16S)-2,3-diacetyloxy-15-[(R)-acetyloxy(furan-3-yl)methyl]-13,16-dihydroxy-6,16-bis(2-methoxy-2-oxoethyl)-5,7,10,15-tetramethyl-9,11,17-trioxapentacyclo[8.6.1.15,8.01,12.07,12]octadecan-4-yl] 2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CC1C(O1)(C)C(=O)OC2C(C(C34C(C(CC(C35C6(C(CC2(C6CC(=O)OC)C)OC(O5)(O4)C)C)O)(C)C(C7=COC=C7)OC(=O)C)(CC(=O)OC)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1C(O1)(C)C(=O)O[C@@H]2[C@@H]([C@H]([C@]34[C@@]([C@](C[C@H]([C@]35[C@@]6([C@H]([C@]2(CC6OC(O5)(O4)C)C)CC(=O)OC)C)O)(C)[C@@H](C7=COC=C7)OC(=O)C)(CC(=O)OC)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C41H54O19/c1-19-37(8,57-19)33(48)56-31-29(53-20(2)42)32(55-22(4)44)41-39(49,17-28(47)51-11)35(6,30(54-21(3)43)23-12-13-52-18-23)15-25(45)40(41)36(7)24(14-27(46)50-10)34(31,5)16-26(36)58-38(9,59-40)60-41/h12-13,18-19,24-26,29-32,45,49H,14-17H2,1-11H3/t19?,24-,25+,26?,29-,30+,31+,32+,34+,35-,36+,37?,38?,39-,40-,41-/m0/s1
• InChI Key: OSZKLCHRZDFWDF-YUASBYGJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₄O₁₉
• Molecular Weight: 850.90 g/mol
• Exact Mass: 850.32592949 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 19
• 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	+	0.9698	96.98%
Caco-2	-	0.8491	84.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6276	62.76%
OATP2B1 inhibitior	-	0.7229	72.29%
OATP1B1 inhibitior	+	0.7294	72.94%
OATP1B3 inhibitior	-	0.2846	28.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9865	98.65%
P-glycoprotein inhibitior	+	0.7968	79.68%
P-glycoprotein substrate	+	0.7534	75.34%
CYP3A4 substrate	+	0.7310	73.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	+	0.5138	51.38%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.8450	84.50%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.8243	82.43%
CYP2C8 inhibition	+	0.6748	67.48%
CYP inhibitory promiscuity	-	0.9459	94.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5650	56.50%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.7256	72.56%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7196	71.96%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.8529	85.29%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8034	80.34%
Acute Oral Toxicity (c)	I	0.3884	38.84%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.7717	77.17%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.6877	68.77%
PPAR gamma	+	0.7776	77.76%
Honey bee toxicity	-	0.6448	64.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9775	97.75%

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	99.93%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	99.02%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	92.24%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.37%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.99%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.91%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.78%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.54%	94.80%
CHEMBL5028	O14672	ADAM10	84.31%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.41%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.52%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.07%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.60%	89.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.47%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.00%	97.28%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.09%	97.09%

Plants that contains it

• Swietenia mahogani

Cross-Links

• PubChem: 101758883
• LOTUS: LTS0154128
• wikiData: Q105199415