methyl (1R,4R,5S,6R,7S,8R,10R,14R,15R,16S,18R,19S,22S,23S,25R,26R)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-25-(2-methylpropanoyloxy)-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: 3b1c3179-761b-45f1-86d2-bdb9040d39b7
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl (1R,4R,5S,6R,7S,8R,10R,14R,15R,16S,18R,19S,22S,23S,25R,26R)-23-acetyloxy-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-25-(2-methylpropanoyloxy)-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(=O)OC1CC(C2(COC3C2C14COC(C4C5(C3OC6(C5(C7CC6C8(C=COC8O7)O)O)C)C)(C(=O)OC)OC)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=O)O[C@@H]1C[C@@H]([C@@]2(CO[C@H]3[C@H]2[C@@]14CO[C@]([C@@H]4[C@@]5([C@H]3O[C@@]6([C@]5([C@H]7C[C@@H]6[C@@]8(C=CO[C@@H]8O7)O)O)C)C)(C(=O)OC)OC)C)OC(=O)C
• InChI: InChI=1S/C34H46O14/c1-15(2)24(36)46-19-12-18(45-16(3)35)28(4)13-43-21-22(28)31(19)14-44-33(41-8,26(37)40-7)25(31)29(5)23(21)48-30(6)17-11-20(34(29,30)39)47-27-32(17,38)9-10-42-27/h9-10,15,17-23,25,27,38-39H,11-14H2,1-8H3/t17-,18-,19+,20+,21-,22+,23-,25+,27+,28-,29-,30-,31+,32+,33+,34+/m0/s1
• InChI Key: IXWCYJGQNFQVLK-PPNKAVLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₁₄
• Molecular Weight: 678.70 g/mol
• Exact Mass: 678.28875614 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9223	92.23%
Caco-2	-	0.8209	82.09%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7823	78.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8223	82.23%
OATP1B3 inhibitior	+	0.8989	89.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9476	94.76%
P-glycoprotein inhibitior	+	0.7283	72.83%
P-glycoprotein substrate	+	0.7161	71.61%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8657	86.57%
CYP2C9 inhibition	-	0.8600	86.00%
CYP2C19 inhibition	-	0.8504	85.04%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9099	90.99%
CYP2C8 inhibition	+	0.7178	71.78%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5436	54.36%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.7481	74.81%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5867	58.67%
Acute Oral Toxicity (c)	I	0.5791	57.91%
Estrogen receptor binding	+	0.7819	78.19%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.7045	70.45%
Aromatase binding	+	0.7473	74.73%
PPAR gamma	+	0.7388	73.88%
Honey bee toxicity	-	0.7525	75.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	97.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.69%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.71%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	95.47%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.74%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.42%	85.30%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.15%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.40%	89.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.06%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.60%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.38%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.98%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.31%	99.23%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.30%	97.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.02%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.74%	97.09%
CHEMBL5028	O14672	ADAM10	83.70%	97.50%
CHEMBL1914	P06276	Butyrylcholinesterase	83.05%	95.00%
CHEMBL3776	Q14790	Caspase-8	82.73%	97.06%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.71%	89.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.67%	91.07%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.66%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.21%	94.00%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 162891200
• LOTUS: LTS0181192
• wikiData: Q105122536