3,8-Dihydroxy-9-(hydroxymethyl)-1,4,6-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid

Details

• Internal ID: 2d0d0b03-cd98-4dee-b871-30930a79a350
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 3,9-dihydroxy-4-(hydroxymethyl)-1,7,10-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid
• InChI: InChI=1S/C18H16O8/c1-6-4-10(20)7(2)14-11(6)18(24)26-16-9(5-19)13(21)12(17(22)23)8(3)15(16)25-14/h4,19-21H,5H2,1-3H3,(H,22,23)
• InChI Key: INMABPVEUVMMPG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• Conhypoprotocetraric acid
• DTXSID60780154
• 3,8-Dihydroxy-9-(hydroxymethyl)-1,4,6-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8616	86.16%
Caco-2	+	0.5739	57.39%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4935	49.35%
OATP2B1 inhibitior	-	0.7092	70.92%
OATP1B1 inhibitior	-	0.3786	37.86%
OATP1B3 inhibitior	-	0.3143	31.43%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8722	87.22%
P-glycoprotein inhibitior	-	0.8854	88.54%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	-	0.5328	53.28%
CYP2C9 substrate	+	0.7657	76.57%
CYP2D6 substrate	-	0.8926	89.26%
CYP3A4 inhibition	-	0.8882	88.82%
CYP2C9 inhibition	-	0.7778	77.78%
CYP2C19 inhibition	-	0.8718	87.18%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	+	0.5503	55.03%
CYP inhibitory promiscuity	-	0.8650	86.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.7236	72.36%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.8106	81.06%
Skin irritation	-	0.7730	77.30%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	+	0.5977	59.77%
Human Ether-a-go-go-Related Gene inhibition	+	0.6522	65.22%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7259	72.59%
Acute Oral Toxicity (c)	III	0.4275	42.75%
Estrogen receptor binding	+	0.8762	87.62%
Androgen receptor binding	+	0.6174	61.74%
Thyroid receptor binding	-	0.6703	67.03%
Glucocorticoid receptor binding	-	0.4721	47.21%
Aromatase binding	-	0.5609	56.09%
PPAR gamma	+	0.5386	53.86%
Honey bee toxicity	-	0.9678	96.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9560	95.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.30%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.13%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.82%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.46%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.66%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.08%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.78%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.36%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.64%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71355957
• LOTUS: LTS0190501
• wikiData: Q77505592