3,11b-dihydroxy-3-methyl-6-(3-methylbut-2-enyl)-2H-benzo[i][1]benzoxepin-7-one

Details

• Internal ID: 468f994f-a869-4c06-978f-56ef9d1389f2
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 3,11b-dihydroxy-3-methyl-6-(3-methylbut-2-enyl)-2H-benzo[i][1]benzoxepin-7-one
• SMILES (Canonical): CC(=CCC1=C2C=CC(COC2(C3=CC=CC=C3C1=O)O)(C)O)C
• SMILES (Isomeric): CC(=CCC1=C2C=CC(COC2(C3=CC=CC=C3C1=O)O)(C)O)C
• InChI: InChI=1S/C20H22O4/c1-13(2)8-9-15-17-10-11-19(3,22)12-24-20(17,23)16-7-5-4-6-14(16)18(15)21/h4-8,10-11,22-23H,9,12H2,1-3H3
• InChI Key: BJLMWJSWPNCFMC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• 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	+	0.9924	99.24%
Caco-2	+	0.7928	79.28%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7616	76.16%
OATP2B1 inhibitior	-	0.7192	71.92%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7572	75.72%
P-glycoprotein inhibitior	-	0.6437	64.37%
P-glycoprotein substrate	-	0.6524	65.24%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.7883	78.83%
CYP2C9 inhibition	-	0.5642	56.42%
CYP2C19 inhibition	-	0.5467	54.67%
CYP2D6 inhibition	-	0.7260	72.60%
CYP1A2 inhibition	+	0.5587	55.87%
CYP2C8 inhibition	-	0.7941	79.41%
CYP inhibitory promiscuity	-	0.6433	64.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6469	64.69%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.5626	56.26%
Skin irritation	-	0.6770	67.70%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7021	70.21%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5929	59.29%
skin sensitisation	-	0.7108	71.08%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7654	76.54%
Acute Oral Toxicity (c)	III	0.6265	62.65%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	-	0.5435	54.35%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	+	0.8501	85.01%
PPAR gamma	+	0.8530	85.30%
Honey bee toxicity	-	0.9183	91.83%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.98%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.46%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.75%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.33%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.18%	96.67%
CHEMBL1951	P21397	Monoamine oxidase A	83.58%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	83.18%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.05%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Sinningia aggregata

Cross-Links

• PubChem: 75254441
• LOTUS: LTS0000318
• wikiData: Q104937160