15-[4-[5-(4,5-Dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-6,8,14-trihydroxy-3-(5-hydroxy-6-methyloxan-2-yl)oxy-18-(4-hydroxyphenyl)-6-methyl-19-oxapentacyclo[11.6.1.02,11.03,8.017,20]icosa-1(20),2(11),9,13,15,17-hexaene-4,12-dione

Details

• Internal ID: 5bc38139-9cb2-410e-9b74-bebdcd60d13e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 15-[4-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-6,8,14-trihydroxy-3-(5-hydroxy-6-methyloxan-2-yl)oxy-18-(4-hydroxyphenyl)-6-methyl-19-oxapentacyclo[11.6.1.02,11.03,8.017,20]icosa-1(20),2(11),9,13,15,17-hexaene-4,12-dione
• SMILES (Canonical): CC1C(CCC(O1)OC23C(=O)CC(CC2(C=CC4=C3C5=C6C(=C(O5)C7=CC=C(C=C7)O)C=C(C(=C6C4=O)O)C8CC(C(C(O8)C)O)OC9CCC(C(O9)C)OC1CC(C(C(O1)C)O)O)O)(C)O)O
• SMILES (Isomeric): CC1C(CCC(O1)OC23C(=O)CC(CC2(C=CC4=C3C5=C6C(=C(O5)C7=CC=C(C=C7)O)C=C(C(=C6C4=O)O)C8CC(C(C(O8)C)O)OC9CCC(C(O9)C)OC1CC(C(C(O1)C)O)O)O)(C)O)O
• InChI: InChI=1S/C50H60O18/c1-21-30(52)10-12-37(62-21)68-50-35(54)19-48(5,59)20-49(50,60)15-14-27-41(50)47-39-29(46(67-47)25-6-8-26(51)9-7-25)16-28(45(58)40(39)44(27)57)33-18-34(43(56)24(4)61-33)66-36-13-11-32(22(2)63-36)65-38-17-31(53)42(55)23(3)64-38/h6-9,14-16,21-24,30-34,36-38,42-43,51-53,55-56,58-60H,10-13,17-20H2,1-5H3
• InChI Key: NRRLTLDCIOYASW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₀O₁₈
• Molecular Weight: 949.00 g/mol
• Exact Mass: 948.37796506 g/mol
• Topological Polar Surface Area (TPSA): 274.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9539	95.39%
Caco-2	-	0.8692	86.92%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7675	76.75%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	+	0.8312	83.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	+	0.9776	97.76%
P-glycoprotein inhibitior	+	0.7400	74.00%
P-glycoprotein substrate	+	0.8034	80.34%
CYP3A4 substrate	+	0.7476	74.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.7878	78.78%
CYP2C19 inhibition	-	0.8574	85.74%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.7734	77.34%
CYP2C8 inhibition	+	0.8319	83.19%
CYP inhibitory promiscuity	-	0.8558	85.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4348	43.48%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.6473	64.73%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7096	70.96%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5373	53.73%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6419	64.19%
Acute Oral Toxicity (c)	II	0.4439	44.39%
Estrogen receptor binding	+	0.8192	81.92%
Androgen receptor binding	+	0.7809	78.09%
Thyroid receptor binding	+	0.6101	61.01%
Glucocorticoid receptor binding	+	0.7662	76.62%
Aromatase binding	+	0.6183	61.83%
PPAR gamma	+	0.8140	81.40%
Honey bee toxicity	-	0.6595	65.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	99.89%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.71%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.61%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.33%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.08%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	93.69%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.42%	93.10%
CHEMBL1951	P21397	Monoamine oxidase A	93.21%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	92.87%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.48%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.44%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.99%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.87%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.00%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.13%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.12%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.16%	95.78%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.62%	95.69%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.73%	95.64%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	87.33%	96.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.77%	97.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.82%	85.11%
CHEMBL226	P30542	Adenosine A1 receptor	84.77%	95.93%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.72%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.40%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.27%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.91%	95.83%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.42%	93.04%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.42%	95.53%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.02%	85.31%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.22%	96.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.41%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14733825
• LOTUS: LTS0254608
• wikiData: Q77386818