4,6-Dimethoxy-11,11-dimethyl-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),15,18-hexaene-10,12-dione

Details

• Internal ID: bdcf6ac6-648a-4662-9bc1-a7c10f56103e
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,para-diphenylether diarylheptanoids
• IUPAC Name: 4,6-dimethoxy-11,11-dimethyl-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),15,18-hexaene-10,12-dione
• SMILES (Canonical): CC1(C(=O)CCC2=CC=C(C=C2)OC3=C(C=C(C(=C3)CCC1=O)OC)OC)C
• SMILES (Isomeric): CC1(C(=O)CCC2=CC=C(C=C2)OC3=C(C=C(C(=C3)CCC1=O)OC)OC)C
• InChI: InChI=1S/C23H26O5/c1-23(2)21(24)11-7-15-5-9-17(10-6-15)28-20-13-16(8-12-22(23)25)18(26-3)14-19(20)27-4/h5-6,9-10,13-14H,7-8,11-12H2,1-4H3
• InChI Key: HELGOTLNPCXFQL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.17802393 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.7586	75.86%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7947	79.47%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9874	98.74%
P-glycoprotein inhibitior	+	0.8604	86.04%
P-glycoprotein substrate	-	0.9010	90.10%
CYP3A4 substrate	+	0.5770	57.70%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7153	71.53%
CYP3A4 inhibition	-	0.8403	84.03%
CYP2C9 inhibition	-	0.8341	83.41%
CYP2C19 inhibition	-	0.6415	64.15%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	+	0.5969	59.69%
CYP2C8 inhibition	-	0.7016	70.16%
CYP inhibitory promiscuity	-	0.9012	90.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6498	64.98%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8619	86.19%
Skin irritation	-	0.7782	77.82%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7976	79.76%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.7141	71.41%
Acute Oral Toxicity (c)	III	0.6225	62.25%
Estrogen receptor binding	+	0.9170	91.70%
Androgen receptor binding	+	0.5925	59.25%
Thyroid receptor binding	+	0.7280	72.80%
Glucocorticoid receptor binding	+	0.8712	87.12%
Aromatase binding	+	0.7745	77.45%
PPAR gamma	+	0.7194	71.94%
Honey bee toxicity	-	0.8355	83.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9715	97.15%

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	98.30%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.09%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.98%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.12%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.71%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.13%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.22%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.31%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.72%	90.00%

Plants that contains it

• Garuga pinnata

Cross-Links

• PubChem: 162846169
• LOTUS: LTS0023704
• wikiData: Q105026882