Malabaricone D

Details

• Internal ID: 3eb88218-0f0a-49d6-ab54-dbc8857be9a1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 9-(1,3-benzodioxol-4-yl)-1-(2,6-dihydroxyphenyl)nonan-1-one
• SMILES (Canonical): C1OC2=CC=CC(=C2O1)CCCCCCCCC(=O)C3=C(C=CC=C3O)O
• SMILES (Isomeric): C1OC2=CC=CC(=C2O1)CCCCCCCCC(=O)C3=C(C=CC=C3O)O
• InChI: InChI=1S/C22H26O5/c23-17(21-18(24)12-8-13-19(21)25)11-6-4-2-1-3-5-9-16-10-7-14-20-22(16)27-15-26-20/h7-8,10,12-14,24-25H,1-6,9,11,15H2
• InChI Key: QGSBUHYCKCGXLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₅
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.17802393 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• NSC287969
• NSC-287969

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8778	87.78%
Caco-2	-	0.7142	71.42%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7143	71.43%
P-glycoprotein inhibitior	+	0.7279	72.79%
P-glycoprotein substrate	-	0.8093	80.93%
CYP3A4 substrate	-	0.5144	51.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	+	0.7395	73.95%
CYP2C9 inhibition	-	0.5715	57.15%
CYP2C19 inhibition	-	0.5200	52.00%
CYP2D6 inhibition	-	0.7046	70.46%
CYP1A2 inhibition	-	0.5398	53.98%
CYP2C8 inhibition	-	0.8009	80.09%
CYP inhibitory promiscuity	-	0.5263	52.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5755	57.55%
Eye corrosion	-	0.9906	99.06%
Eye irritation	+	0.5655	56.55%
Skin irritation	-	0.7748	77.48%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8397	83.97%
Micronuclear	-	0.5982	59.82%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8002	80.02%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5638	56.38%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.9172	91.72%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	+	0.7680	76.80%
Glucocorticoid receptor binding	+	0.6861	68.61%
Aromatase binding	+	0.5682	56.82%
PPAR gamma	+	0.8197	81.97%
Honey bee toxicity	-	0.9371	93.71%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5176	51.76%
Fish aquatic toxicity	+	0.9653	96.53%

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	97.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.79%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	88.88%	94.73%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.90%	96.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.66%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.61%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.05%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.77%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.18%	97.09%

Plants that contains it

• Myristica malabarica

Cross-Links

• PubChem: 324063
• LOTUS: LTS0147135
• wikiData: Q105220605