methyl (1R,4S,5R,6S,7R,8S,10R,15S,16R,18S,19R,22R,23R,26R)-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-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: 670dcee4-22c2-42ea-aa14-57f937136fbe
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl (1R,4S,5R,6S,7R,8S,10R,15S,16R,18S,19R,22R,23R,26R)-7,14-dihydroxy-4-methoxy-6,16,22-trimethyl-23-[(E)-2-methylbut-2-enoyl]oxy-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)OC1CCC23COC(C2C4(C(C5C3C1(CO5)C)OC6(C4(C7CC6C8(C=COC8O7)O)O)C)C)(C(=O)OC)OC
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1CC[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]6C8(C=CO[C@@H]8O7)O)O)C)C)(C(=O)OC)OC
• InChI: InChI=1S/C33H44O12/c1-8-16(2)23(34)43-18-9-10-30-15-42-32(39-7,25(35)38-6)24(30)28(4)22(20-21(30)27(18,3)14-41-20)45-29(5)17-13-19(33(28,29)37)44-26-31(17,36)11-12-40-26/h8,11-12,17-22,24,26,36-37H,9-10,13-15H2,1-7H3/b16-8+/t17-,18-,19+,20-,21+,22-,24+,26-,27-,28-,29-,30-,31?,32+,33+/m1/s1
• InChI Key: RTLVRBRPDYVKFF-IZSHDDCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₂
• Molecular Weight: 632.70 g/mol
• Exact Mass: 632.28327683 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9358	93.58%
Caco-2	-	0.7967	79.67%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8235	82.35%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.9521	95.21%
P-glycoprotein inhibitior	+	0.7227	72.27%
P-glycoprotein substrate	+	0.7103	71.03%
CYP3A4 substrate	+	0.7392	73.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.9240	92.40%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8299	82.99%
CYP2C8 inhibition	+	0.7567	75.67%
CYP inhibitory promiscuity	-	0.9458	94.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5034	50.34%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.6001	60.01%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	+	0.5130	51.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.4287	42.87%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5148	51.48%
Acute Oral Toxicity (c)	I	0.6251	62.51%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.7535	75.35%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.7213	72.13%
Aromatase binding	+	0.7605	76.05%
PPAR gamma	+	0.7373	73.73%
Honey bee toxicity	-	0.7532	75.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9715	97.15%

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	96.25%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	93.37%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	93.31%	95.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.04%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.71%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.79%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.24%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.99%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.42%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.22%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.37%	89.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.96%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.67%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.35%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.34%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.50%	99.23%
CHEMBL5028	O14672	ADAM10	84.47%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.47%	92.88%
CHEMBL4072	P07858	Cathepsin B	81.73%	93.67%
CHEMBL4302	P08183	P-glycoprotein 1	81.68%	92.98%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.16%	97.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.68%	98.99%
CHEMBL233	P35372	Mu opioid receptor	80.58%	97.93%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.11%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.11%	95.89%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 163187016
• LOTUS: LTS0070895
• wikiData: Q105245237