3,11-Dihydroxy-4,10-dimethoxy-7,16-dioxatetracyclo[11.2.1.05,15.09,14]hexadeca-1(15),2,4,9,11,13-hexaene-6,8-dione

Details

• Internal ID: a30d7bec-eb5d-4d2e-81eb-be216c7968cc
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 3,11-dihydroxy-4,10-dimethoxy-7,16-dioxatetracyclo[11.2.1.05,15.09,14]hexadeca-1(15),2,4,9,11,13-hexaene-6,8-dione
• SMILES (Canonical): COC1=C2C3=C(C=C1O)OC4=C3C(=C(C(=C4)O)OC)C(=O)OC2=O
• SMILES (Isomeric): COC1=C2C3=C(C=C1O)OC4=C3C(=C(C(=C4)O)OC)C(=O)OC2=O
• InChI: InChI=1S/C16H10O8/c1-21-13-5(17)3-7-9-10-8(23-7)4-6(18)14(22-2)12(10)16(20)24-15(19)11(9)13/h3-4,17-18H,1-2H3
• InChI Key: XSBHGNOXKXRKGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₈
• Molecular Weight: 330.24 g/mol
• Exact Mass: 330.03756727 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9646	96.46%
Caco-2	+	0.6453	64.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	-	0.4285	42.85%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9053	90.53%
P-glycoprotein inhibitior	-	0.7036	70.36%
P-glycoprotein substrate	-	0.9743	97.43%
CYP3A4 substrate	-	0.5996	59.96%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8335	83.35%
CYP3A4 inhibition	-	0.6938	69.38%
CYP2C9 inhibition	-	0.5256	52.56%
CYP2C19 inhibition	+	0.5670	56.70%
CYP2D6 inhibition	-	0.7679	76.79%
CYP1A2 inhibition	-	0.6798	67.98%
CYP2C8 inhibition	-	0.8753	87.53%
CYP inhibitory promiscuity	-	0.5771	57.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Danger	0.3764	37.64%
Eye corrosion	-	0.9845	98.45%
Eye irritation	+	0.7539	75.39%
Skin irritation	-	0.7382	73.82%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6485	64.85%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6303	63.03%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6340	63.40%
Acute Oral Toxicity (c)	II	0.5437	54.37%
Estrogen receptor binding	+	0.7422	74.22%
Androgen receptor binding	+	0.5973	59.73%
Thyroid receptor binding	-	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7087	70.87%
Aromatase binding	+	0.6223	62.23%
PPAR gamma	+	0.6703	67.03%
Honey bee toxicity	-	0.9244	92.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	97.27%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.83%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.93%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.61%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.73%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.50%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.51%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%
CHEMBL3194	P02766	Transthyretin	80.05%	90.71%

Plants that contains it

• Acridocarpus vivy
• Syneilesis palmata
• Tinospora hainanensis
• Uncaria donisii

Cross-Links

• PubChem: 5316855
• NPASS: NPC125911