Graphostrin B

Details

• Internal ID: dd6bdace-a2e2-44cb-80d4-a62faf440925
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (4R,5S)-1-(2,4-dihydroxyphenyl)-4,5-dihydroxyhexan-1-one
• InChI: InChI=1S/C12H16O5/c1-7(13)10(15)4-5-11(16)9-3-2-8(14)6-12(9)17/h2-3,6-7,10,13-15,17H,4-5H2,1H3/t7-,10+/m0/s1
• InChI Key: ZMNGSXUKJPQMSL-OIBJUYFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.09977361 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• (4R,5S)-1-(2,4-dihydroxyphenyl)-4,5-dihydroxyhexan-1-one
• RefChem:144353
• CHEBI:216982

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9063	90.63%
Caco-2	-	0.5331	53.31%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9787	97.87%
BSEP inhibitior	-	0.9676	96.76%
P-glycoprotein inhibitior	-	0.9867	98.67%
P-glycoprotein substrate	-	0.7619	76.19%
CYP3A4 substrate	-	0.6474	64.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	-	0.7576	75.76%
CYP2C9 inhibition	-	0.8450	84.50%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.7069	70.69%
CYP2C8 inhibition	-	0.9345	93.45%
CYP inhibitory promiscuity	-	0.9049	90.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7186	71.86%
Eye corrosion	-	0.9705	97.05%
Eye irritation	+	0.6918	69.18%
Skin irritation	+	0.6483	64.83%
Skin corrosion	-	0.6549	65.49%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7634	76.34%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.6636	66.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7124	71.24%
Acute Oral Toxicity (c)	III	0.7978	79.78%
Estrogen receptor binding	-	0.5203	52.03%
Androgen receptor binding	-	0.5655	56.55%
Thyroid receptor binding	+	0.5399	53.99%
Glucocorticoid receptor binding	+	0.6391	63.91%
Aromatase binding	-	0.6355	63.55%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9545	95.45%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.7959	79.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.70%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.50%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.10%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.03%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.31%	99.15%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.01%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.75%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684230
• LOTUS: LTS0130105
• wikiData: Q105379532