Dalrubone

Details

• Internal ID: 26d45be5-b3e3-4d87-8fb0-67487354ba87
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (6E)-6-chromen-2-ylidene-5-methoxy-2,2,4-trimethylcyclohex-4-ene-1,3-dione
• SMILES (Canonical): CC1=C(C(=C2C=CC3=CC=CC=C3O2)C(=O)C(C1=O)(C)C)OC
• SMILES (Isomeric): CC1=C(/C(=C\2/C=CC3=CC=CC=C3O2)/C(=O)C(C1=O)(C)C)OC
• InChI: InChI=1S/C19H18O4/c1-11-16(22-4)15(18(21)19(2,3)17(11)20)14-10-9-12-7-5-6-8-13(12)23-14/h5-10H,1-4H3/b15-14+
• InChI Key: QYSRVJCZEMMWKO-CCEZHUSRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL464402

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8160	81.60%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7937	79.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9728	97.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7522	75.22%
P-glycoprotein inhibitior	+	0.5734	57.34%
P-glycoprotein substrate	-	0.9422	94.22%
CYP3A4 substrate	+	0.6000	60.00%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	+	0.7621	76.21%
CYP2C9 inhibition	+	0.7509	75.09%
CYP2C19 inhibition	+	0.9250	92.50%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	+	0.7132	71.32%
CYP2C8 inhibition	+	0.4757	47.57%
CYP inhibitory promiscuity	+	0.9026	90.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9231	92.31%
Carcinogenicity (trinary)	Non-required	0.5277	52.77%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.7831	78.31%
Skin irritation	-	0.7728	77.28%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7780	77.80%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8025	80.25%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7059	70.59%
Acute Oral Toxicity (c)	III	0.6958	69.58%
Estrogen receptor binding	+	0.8856	88.56%
Androgen receptor binding	+	0.6976	69.76%
Thyroid receptor binding	+	0.5708	57.08%
Glucocorticoid receptor binding	-	0.4946	49.46%
Aromatase binding	+	0.7480	74.80%
PPAR gamma	+	0.6334	63.34%
Honey bee toxicity	-	0.8365	83.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	97.53%	89.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.75%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.65%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.12%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	86.74%	92.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.44%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.19%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.18%	94.00%

Plants that contains it

• Psorothamnus polydenius

Cross-Links

• PubChem: 10380681
• LOTUS: LTS0039030
• wikiData: Q105230475