(1R,12R,13R,16S,18R)-5-methoxy-16,18-dimethyl-2,9-dioxo-17-oxapentacyclo[11.4.1.01,10.03,8.012,16]octadeca-3(8),4,6,10-tetraene-18-carbaldehyde

Details

• Internal ID: 2c25fc28-38da-4e74-9214-5590f66bb498
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (1R,12R,13R,16S,18R)-5-methoxy-16,18-dimethyl-2,9-dioxo-17-oxapentacyclo[11.4.1.01,10.03,8.012,16]octadeca-3(8),4,6,10-tetraene-18-carbaldehyde
• SMILES (Canonical): CC12CCC3C1C=C4C(=O)C5=C(C=C(C=C5)OC)C(=O)C4(C3(C)C=O)O2
• SMILES (Isomeric): C[C@]12CC[C@@H]3[C@H]1C=C4C(=O)C5=C(C=C(C=C5)OC)C(=O)[C@]4([C@]3(C)C=O)O2
• InChI: InChI=1S/C21H20O5/c1-19(10-22)14-6-7-20(2)15(14)9-16-17(23)12-5-4-11(25-3)8-13(12)18(24)21(16,19)26-20/h4-5,8-10,14-15H,6-7H2,1-3H3/t14-,15-,19-,20+,21-/m1/s1
• InChI Key: XFCFDLBMHYILFS-BHOULKKZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6184	61.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6451	64.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5320	53.20%
P-glycoprotein inhibitior	-	0.4698	46.98%
P-glycoprotein substrate	-	0.6654	66.54%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	-	0.7520	75.20%
CYP2C9 inhibition	-	0.7224	72.24%
CYP2C19 inhibition	-	0.5987	59.87%
CYP2D6 inhibition	-	0.8203	82.03%
CYP1A2 inhibition	+	0.6415	64.15%
CYP2C8 inhibition	-	0.5612	56.12%
CYP inhibitory promiscuity	-	0.6124	61.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6351	63.51%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.6965	69.65%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6689	66.89%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5748	57.48%
skin sensitisation	-	0.7885	78.85%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5713	57.13%
Acute Oral Toxicity (c)	III	0.3636	36.36%
Estrogen receptor binding	+	0.9014	90.14%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.6103	61.03%
Glucocorticoid receptor binding	+	0.7383	73.83%
Aromatase binding	+	0.8065	80.65%
PPAR gamma	+	0.7027	70.27%
Honey bee toxicity	-	0.7328	73.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9538	95.38%

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	97.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.28%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.05%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.80%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.66%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.39%	94.80%
CHEMBL226	P30542	Adenosine A1 receptor	89.97%	95.93%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.87%	90.24%
CHEMBL4208	P20618	Proteasome component C5	88.46%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.40%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.44%	91.49%
CHEMBL2581	P07339	Cathepsin D	86.39%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.95%	96.77%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.88%	85.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.83%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.57%	82.69%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.29%	95.53%
CHEMBL1871	P10275	Androgen Receptor	83.33%	96.43%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.37%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.05%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.98%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.69%	99.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.68%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.42%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	80.36%	93.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.26%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.11%	92.94%

Plants that contains it

• Stereospermum acuminatissimum

Cross-Links

• PubChem: 162849712
• LOTUS: LTS0105276
• wikiData: Q105326917