(13R)-8,17,19-trihydroxy-6-methoxy-14,14-dimethyl-18-(3-methylbut-2-enyl)-3,15-dioxapentacyclo[11.6.1.02,11.04,9.016,20]icosa-1(20),2(11),4,6,8,16,18-heptaen-10-one

Details

• Internal ID: 4a5ed22a-4f94-41f8-8108-93b5c2cfd3e9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (13R)-8,17,19-trihydroxy-6-methoxy-14,14-dimethyl-18-(3-methylbut-2-enyl)-3,15-dioxapentacyclo[11.6.1.02,11.04,9.016,20]icosa-1(20),2(11),4,6,8,16,18-heptaen-10-one
• SMILES (Canonical): CC(=CCC1=C(C2=C3C(CC4=C2OC5=CC(=CC(=C5C4=O)O)OC)C(OC3=C1O)(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C3[C@@H](CC4=C2OC5=CC(=CC(=C5C4=O)O)OC)C(OC3=C1O)(C)C)O)C
• InChI: InChI=1S/C26H26O7/c1-11(2)6-7-13-21(28)20-18-15(26(3,4)33-25(18)23(13)30)10-14-22(29)19-16(27)8-12(31-5)9-17(19)32-24(14)20/h6,8-9,15,27-28,30H,7,10H2,1-5H3/t15-/m1/s1
• InChI Key: WGHQJSXSGKUCQL-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₇
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.16785316 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	-	0.5148	51.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6105	61.05%
OATP2B1 inhibitior	-	0.7056	70.56%
OATP1B1 inhibitior	+	0.8126	81.26%
OATP1B3 inhibitior	+	0.8847	88.47%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9126	91.26%
P-glycoprotein inhibitior	+	0.7146	71.46%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	-	0.5681	56.81%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	-	0.5437	54.37%
CYP2C9 inhibition	+	0.7315	73.15%
CYP2C19 inhibition	+	0.8393	83.93%
CYP2D6 inhibition	-	0.6189	61.89%
CYP1A2 inhibition	+	0.6034	60.34%
CYP2C8 inhibition	+	0.7272	72.72%
CYP inhibitory promiscuity	+	0.8953	89.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5424	54.24%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.6568	65.68%
Skin irritation	-	0.7440	74.40%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	+	0.6546	65.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5501	55.01%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7492	74.92%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8380	83.80%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	+	0.8933	89.33%
Androgen receptor binding	+	0.7955	79.55%
Thyroid receptor binding	+	0.5409	54.09%
Glucocorticoid receptor binding	+	0.8576	85.76%
Aromatase binding	+	0.6695	66.95%
PPAR gamma	+	0.7916	79.16%
Honey bee toxicity	-	0.7385	73.85%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	99.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.11%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.21%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.71%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.56%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.56%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.29%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.08%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.38%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.23%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.77%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.56%	95.71%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.22%	80.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.15%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.90%	92.62%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.38%	95.64%

Plants that contains it

• Artocarpus heterophyllus

Cross-Links

• PubChem: 162856399
• LOTUS: LTS0104962
• wikiData: Q105304508