5-Hydroxy-2-methoxy-3,4,13-trimethyl-11,14-dioxatetracyclo[8.3.1.01,10.03,8]tetradecan-12-one

Details

• Internal ID: 12bd35bf-c58e-4a1a-938b-be1518ff9990
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-hydroxy-2-methoxy-3,4,13-trimethyl-11,14-dioxatetracyclo[8.3.1.01,10.03,8]tetradecan-12-one
• InChI: InChI=1S/C16H24O5/c1-8-11(17)6-5-10-7-15-16(21-15,9(2)12(18)20-15)13(19-4)14(8,10)3/h8-11,13,17H,5-7H2,1-4H3
• InChI Key: JFGKUQUKBHVCMX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9588	95.88%
Caco-2	+	0.7149	71.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8852	88.52%
P-glycoprotein inhibitior	-	0.8476	84.76%
P-glycoprotein substrate	-	0.7546	75.46%
CYP3A4 substrate	+	0.6504	65.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.7319	73.19%
CYP2C9 inhibition	-	0.8873	88.73%
CYP2C19 inhibition	-	0.8469	84.69%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.8278	82.78%
CYP2C8 inhibition	-	0.8118	81.18%
CYP inhibitory promiscuity	-	0.9758	97.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9690	96.90%
Skin irritation	-	0.6483	64.83%
Skin corrosion	-	0.8683	86.83%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6615	66.15%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5413	54.13%
skin sensitisation	-	0.8509	85.09%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.3418	34.18%
Estrogen receptor binding	+	0.8934	89.34%
Androgen receptor binding	+	0.6451	64.51%
Thyroid receptor binding	+	0.7798	77.98%
Glucocorticoid receptor binding	+	0.7680	76.80%
Aromatase binding	+	0.6736	67.36%
PPAR gamma	+	0.5841	58.41%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4108	41.08%

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	95.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.35%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.08%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.98%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.85%	96.77%
CHEMBL1871	P10275	Androgen Receptor	86.51%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.31%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.90%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	82.68%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.37%	95.56%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 163032037
• LOTUS: LTS0174988
• wikiData: Q105126688