Termicalcicolanone B

Details

• Internal ID: 4efbe103-3137-4af5-8588-cbc3f26c3181
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 9,10-dihydroxy-3,3-dimethyl-8-(3-methylbut-2-enyl)pyrano[2,3-c]xanthen-7-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(O2)C4=C(C=C3)OC(C=C4)(C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(O2)C4=C(C=C3)OC(C=C4)(C)C)O)O)C
• InChI: InChI=1S/C23H22O5/c1-12(2)5-6-14-19-18(11-16(24)20(14)25)27-22-13-9-10-23(3,4)28-17(13)8-7-15(22)21(19)26/h5,7-11,24-25H,6H2,1-4H3
• InChI Key: VCWSESMETSMYLY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₅
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL225619

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	-	0.5153	51.53%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6936	69.36%
OATP2B1 inhibitior	-	0.5686	56.86%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8192	81.92%
P-glycoprotein inhibitior	+	0.6766	67.66%
P-glycoprotein substrate	-	0.5593	55.93%
CYP3A4 substrate	+	0.5973	59.73%
CYP2C9 substrate	-	0.6247	62.47%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	-	0.9054	90.54%
CYP2C9 inhibition	+	0.8115	81.15%
CYP2C19 inhibition	+	0.8352	83.52%
CYP2D6 inhibition	-	0.7977	79.77%
CYP1A2 inhibition	-	0.6262	62.62%
CYP2C8 inhibition	+	0.4897	48.97%
CYP inhibitory promiscuity	+	0.6049	60.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.4857	48.57%
Skin irritation	-	0.6971	69.71%
Skin corrosion	-	0.9077	90.77%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4563	45.63%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7050	70.50%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8085	80.85%
Acute Oral Toxicity (c)	III	0.6179	61.79%
Estrogen receptor binding	+	0.9269	92.69%
Androgen receptor binding	+	0.8441	84.41%
Thyroid receptor binding	+	0.6057	60.57%
Glucocorticoid receptor binding	+	0.8785	87.85%
Aromatase binding	+	0.7234	72.34%
PPAR gamma	+	0.9142	91.42%
Honey bee toxicity	-	0.8416	84.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9924	99.24%

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%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.09%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.01%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.13%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	92.60%	91.38%
CHEMBL1951	P21397	Monoamine oxidase A	91.18%	91.49%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.59%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.44%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.01%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.64%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.40%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.99%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%

Plants that contains it

• Terminalia calcicola

Cross-Links

• PubChem: 44421645
• LOTUS: LTS0248852
• wikiData: Q105284006