Cochlioquinone F

Details

• Internal ID: 8b3487f3-df22-4992-9a61-e2fef02a781e
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: [(2R,3S,4R)-2-[(3S,4aS,6aS,12bS)-3-(2-hydroxypropan-2-yl)-10-methoxy-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6-hexahydropyrano[3,2-a]xanthen-9-yl]-4-methylhexan-3-yl] acetate
• SMILES (Canonical): CCC(C)C(C(C)C1=C(C(=O)C2=C(C1=O)OC3(CCC4C(C3=C2)(CCC(O4)C(C)(C)O)C)C)OC)OC(=O)C
• SMILES (Isomeric): CC[C@@H](C)[C@@H]([C@H](C)C1=C(C(=O)C2=C(C1=O)O[C@]3(CC[C@H]4[C@](C3=C2)(CC[C@H](O4)C(C)(C)O)C)C)OC)OC(=O)C
• InChI: InChI=1S/C31H44O8/c1-10-16(2)26(37-18(4)32)17(3)23-25(34)27-19(24(33)28(23)36-9)15-20-30(7)13-11-21(29(5,6)35)38-22(30)12-14-31(20,8)39-27/h15-17,21-22,26,35H,10-14H2,1-9H3/t16-,17-,21+,22+,26+,30+,31+/m1/s1
• InChI Key: RXIPUCGEJRUDMX-ZALMUBQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄O₈
• Molecular Weight: 544.70 g/mol
• Exact Mass: 544.30361836 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.74
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• [(2R,3S,4R)-2-[(3S,4aS,6aS,12bS)-3-(2-hydroxypropan-2-yl)-10-methoxy-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6-hexahydropyrano[3,2-a]xanthen-9-yl]-4-methylhexan-3-yl] acetate
• ((2R,3S,4R)-2-((3S,4aS,6aS,12bS)-3-(2-hydroxypropan-2-yl)-10-methoxy-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6-hexahydropyrano(3,2-a)xanthen-9-yl)-4-methylhexan-3-yl) acetate
• (2R,3S,4R)-2-((2S,4AS,10as,12as)-2-(2-hydroxypropan-2-yl)-7-methoxy-4a,10a-dimethyl-6,9-dioxo-2,3,4,4a,6,9,10a,11,12,12a-decahydro-1,10-dioxatetraphen-8-yl)-4-methylhexan-3-yl acetic acid
• (2R,3S,4R)-2-[(2S,4AS,10as,12as)-2-(2-hydroxypropan-2-yl)-7-methoxy-4a,10a-dimethyl-6,9-dioxo-2,3,4,4a,6,9,10a,11,12,12a-decahydro-1,10-dioxatetraphen-8-yl]-4-methylhexan-3-yl acetic acid
• RefChem:127363
• CHEBI:212347

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	-	0.6829	68.29%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8419	84.19%
OATP1B3 inhibitior	-	0.3290	32.90%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.8143	81.43%
P-glycoprotein substrate	+	0.6075	60.75%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.5799	57.99%
CYP2C9 inhibition	-	0.8533	85.33%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8759	87.59%
CYP2C8 inhibition	+	0.6277	62.77%
CYP inhibitory promiscuity	-	0.8828	88.28%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9203	92.03%
Skin irritation	-	0.5558	55.58%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4814	48.14%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5399	53.99%
skin sensitisation	-	0.8384	83.84%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6693	66.93%
Acute Oral Toxicity (c)	III	0.5262	52.62%
Estrogen receptor binding	+	0.7231	72.31%
Androgen receptor binding	+	0.6971	69.71%
Thyroid receptor binding	+	0.5183	51.83%
Glucocorticoid receptor binding	+	0.7970	79.70%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.6826	68.26%
Honey bee toxicity	-	0.7863	78.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.41%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.20%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.54%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.93%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.73%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.30%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.22%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.76%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.37%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.18%	95.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.64%	96.95%
CHEMBL1871	P10275	Androgen Receptor	85.36%	96.43%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.53%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.25%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.23%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.15%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.90%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.31%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.08%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.46%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.05%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.63%	94.66%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.94%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.02%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588373
• LOTUS: LTS0008172
• wikiData: Q105247053