Radermachol

Details

• Internal ID: 52686cb3-f8f4-4cd8-b786-7e8cbf149222
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 20-hydroxy-11-(2-methylprop-1-enyl)-10-oxapentacyclo[10.8.1.03,8.09,21.014,19]henicosa-1(20),3,5,7,9(21),11,14,16,18-nonaene-2,13-dione
• InChI: InChI=1S/C24H16O4/c1-12(2)11-17-18-19-20(22(26)14-8-4-3-7-13(14)21(18)25)23(27)15-9-5-6-10-16(15)24(19)28-17/h3-11,26H,1-2H3
• InChI Key: FJMOHENJJBVOBF-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₆O₄
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.10485899 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 95378-00-0
• 7-hydroxy-1-(2-methylprop-1-en-1-yl)benzo[g]benzo[5,6]cyclohepta[1,2,3-cd]benzofuran-8,13-dione
• DTXSID60241816
• NSC778246
• AKOS040753700
• NSC-778246
• 20-hydroxy-11-(2-methylprop-1-enyl)-10-oxapentacyclo[10.8.1.03,8.09,21.014,19]henicosa-1(20),3,5,7,9(21),11,14,16,18-nonaene-2,13-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.6525	65.25%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	0.5878	58.78%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4634	46.34%
P-glycoprotein inhibitior	-	0.4838	48.38%
P-glycoprotein substrate	-	0.7394	73.94%
CYP3A4 substrate	+	0.5982	59.82%
CYP2C9 substrate	-	0.6241	62.41%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.6868	68.68%
CYP2C9 inhibition	+	0.8801	88.01%
CYP2C19 inhibition	+	0.7435	74.35%
CYP2D6 inhibition	-	0.7779	77.79%
CYP1A2 inhibition	+	0.8589	85.89%
CYP2C8 inhibition	-	0.6648	66.48%
CYP inhibitory promiscuity	+	0.8345	83.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4546	45.46%
Eye corrosion	-	0.9838	98.38%
Eye irritation	+	0.6700	67.00%
Skin irritation	-	0.6916	69.16%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	+	0.6599	65.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.6696	66.96%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6543	65.43%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5609	56.09%
Acute Oral Toxicity (c)	II	0.4257	42.57%
Estrogen receptor binding	+	0.8691	86.91%
Androgen receptor binding	+	0.8380	83.80%
Thyroid receptor binding	-	0.6283	62.83%
Glucocorticoid receptor binding	+	0.8473	84.73%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.8534	85.34%
Honey bee toxicity	-	0.8152	81.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	99.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.61%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.41%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.24%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.78%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.02%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.13%	96.67%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.81%	83.10%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.53%	89.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.03%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.55%	94.00%

Plants that contains it

• Radermachera xylocarpa

Cross-Links

• PubChem: 125319
• LOTUS: LTS0045491
• wikiData: Q104996221