Gibbestatin B

Details

• Internal ID: 019e11f3-a0df-422c-9178-ba147f079dbb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Salicylic acid and derivatives > Salicylic acids
• IUPAC Name: 2-hydroxy-6-[(1E,3E,5S,7E)-5-[(1S)-1-methoxyethyl]-7-methyl-8-(3-methyloxiran-2-yl)-6-oxoocta-1,3,7-trienyl]benzoic acid
• InChI: InChI=1S/C22H26O6/c1-13(12-19-15(3)28-19)21(24)17(14(2)27-4)10-6-5-8-16-9-7-11-18(23)20(16)22(25)26/h5-12,14-15,17,19,23H,1-4H3,(H,25,26)/b8-5+,10-6+,13-12+/t14-,15?,17-,19?/m0/s1
• InChI Key: WNSZZRDXVFFVPW-IDOQMONCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9369	93.69%
Caco-2	+	0.5667	56.67%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6703	67.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8038	80.38%
P-glycoprotein inhibitior	+	0.6144	61.44%
P-glycoprotein substrate	-	0.6721	67.21%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	-	0.7869	78.69%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.7863	78.63%
CYP2C9 inhibition	-	0.6734	67.34%
CYP2C19 inhibition	+	0.6304	63.04%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.6398	63.98%
CYP2C8 inhibition	-	0.6475	64.75%
CYP inhibitory promiscuity	-	0.5271	52.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7980	79.80%
Carcinogenicity (trinary)	Non-required	0.4626	46.26%
Eye corrosion	-	0.9629	96.29%
Eye irritation	-	0.9327	93.27%
Skin irritation	-	0.6667	66.67%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6953	69.53%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.8040	80.40%
Acute Oral Toxicity (c)	II	0.5357	53.57%
Estrogen receptor binding	+	0.7338	73.38%
Androgen receptor binding	+	0.5354	53.54%
Thyroid receptor binding	+	0.6553	65.53%
Glucocorticoid receptor binding	+	0.6865	68.65%
Aromatase binding	+	0.5205	52.05%
PPAR gamma	+	0.5527	55.27%
Honey bee toxicity	-	0.8280	82.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	96.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.12%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.39%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.94%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.92%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.58%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.30%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.78%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.23%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100997396
• LOTUS: LTS0162748
• wikiData: Q105309282