methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-3-phenylprop-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: 33d7e61b-4b25-46dc-b627-f94bb49fd9b3
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl (1S,4S,5R,6S,7R,8S,10S,14S,15S,16R,18S,19R,22R,23R,25S,26S)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-25-[(E)-3-phenylprop-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)C1=CC2(C3CC(C4(C3(OC5C4(C6C7(COC6(C(=O)OC)OC)C(CC(C8(C7C5OC8)C)OC(=O)C)OC(=O)C=CC9=CC=CC=C9)C)C)O)OC2O1)O
• SMILES (Isomeric): CC(C)C1=C[C@@]2([C@@H]3C[C@@H]([C@]4([C@@]3(O[C@H]5[C@@]4([C@H]6[C@@]7(CO[C@@]6(C(=O)OC)OC)[C@H](C[C@H]([C@@]8([C@@H]7[C@H]5OC8)C)OC(=O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)O)O[C@H]2O1)O
• InChI: InChI=1S/C42H52O14/c1-21(2)24-18-40(46)25-16-28(55-35(40)53-24)42(47)37(5)32(56-38(25,42)6)30-31-36(4,19-50-30)26(52-22(3)43)17-27(54-29(44)15-14-23-12-10-9-11-13-23)39(31)20-51-41(49-8,33(37)39)34(45)48-7/h9-15,18,21,25-28,30-33,35,46-47H,16-17,19-20H2,1-8H3/b15-14+/t25-,26-,27+,28+,30-,31+,32-,33+,35-,36-,37-,38-,39+,40+,41+,42+/m1/s1
• InChI Key: CYXDEGBJXNDNNZ-FMWVKERISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₂O₁₄
• Molecular Weight: 780.90 g/mol
• Exact Mass: 780.33570633 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9531	95.31%
Caco-2	-	0.8521	85.21%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8158	81.58%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9878	98.78%
P-glycoprotein inhibitior	+	0.7845	78.45%
P-glycoprotein substrate	+	0.7654	76.54%
CYP3A4 substrate	+	0.7312	73.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.7389	73.89%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	-	0.7936	79.36%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8349	83.49%
CYP2C8 inhibition	+	0.8204	82.04%
CYP inhibitory promiscuity	-	0.8854	88.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5283	52.83%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.7480	74.80%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7445	74.45%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6310	63.10%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5776	57.76%
Acute Oral Toxicity (c)	I	0.5778	57.78%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.7726	77.26%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	+	0.7323	73.23%
Aromatase binding	+	0.6612	66.12%
PPAR gamma	+	0.7834	78.34%
Honey bee toxicity	-	0.7205	72.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	98.74%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	97.96%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.71%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.88%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.28%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.26%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	92.11%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.29%	97.14%
CHEMBL5028	O14672	ADAM10	90.50%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	90.13%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.18%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.57%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.27%	89.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.25%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.82%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.73%	89.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.07%	89.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.88%	97.28%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.67%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.63%	95.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.97%	91.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.89%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.73%	85.30%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.25%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.94%	93.00%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 102586009
• LOTUS: LTS0222269
• wikiData: Q104403676