methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-25-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-12-propan-2-yl-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate

Details

• Internal ID: 67f6ea88-fa0c-401a-94e9-d85d9422f92e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-25-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-12-propan-2-yl-3,9,11,17,20-pentaoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4-carboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C23COC(C2C4(C(C5C3C1(CO5)C)OC6(C4(C7CC6C8(C=C(OC8O7)C(C)C)O)O)C)C)(C(=O)OC)OC)OC(=O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1C[C@@H]([C@]23CO[C@@]([C@H]2[C@]4([C@@H]([C@H]5[C@H]3[C@@]1(CO5)C)O[C@]6([C@@]4([C@@H]7C[C@H]6[C@]8(C=C(O[C@@H]8O7)C(C)C)O)O)C)C)(C(=O)OC)OC)OC(=O)C
• InChI: InChI=1S/C38H52O14/c1-11-18(4)28(40)50-22-13-23(48-19(5)39)35-16-47-37(45-10,30(41)44-9)29(35)33(7)27(25-26(35)32(22,6)15-46-25)52-34(8)21-12-24(38(33,34)43)51-31-36(21,42)14-20(49-31)17(2)3/h11,14,17,21-27,29,31,42-43H,12-13,15-16H2,1-10H3/b18-11+/t21-,22-,23+,24+,25-,26+,27-,29+,31-,32-,33-,34-,35+,36+,37+,38+/m1/s1
• InChI Key: MLTRNOPOJXXJIA-WQLPJOSXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₂O₁₄
• Molecular Weight: 732.80 g/mol
• Exact Mass: 732.33570633 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9529	95.29%
Caco-2	-	0.8361	83.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7999	79.99%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.8106	81.06%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9613	96.13%
P-glycoprotein inhibitior	+	0.7683	76.83%
P-glycoprotein substrate	+	0.7556	75.56%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8977	89.77%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.8257	82.57%
CYP2C19 inhibition	-	0.8488	84.88%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8734	87.34%
CYP2C8 inhibition	+	0.7182	71.82%
CYP inhibitory promiscuity	-	0.9138	91.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.6910	69.10%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4805	48.05%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6434	64.34%
Acute Oral Toxicity (c)	I	0.5941	59.41%
Estrogen receptor binding	+	0.7462	74.62%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7237	72.37%
Aromatase binding	+	0.7249	72.49%
PPAR gamma	+	0.7564	75.64%
Honey bee toxicity	-	0.7245	72.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	97.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.31%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	94.32%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.10%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.09%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.65%	89.50%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.47%	85.30%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.34%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.79%	82.69%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.74%	97.28%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.24%	94.08%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.24%	97.47%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.14%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.22%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.21%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.29%	91.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.27%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.10%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.78%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	82.60%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.89%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.65%	89.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.42%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.36%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.32%	91.07%
CHEMBL5028	O14672	ADAM10	81.27%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.90%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.11%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.04%	89.62%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 102586010
• LOTUS: LTS0187023
• wikiData: Q105167113