Shikimic acid-3-phosphate

Details

• Internal ID: 408a2476-d8b3-4659-8252-25616be5c488
• Taxonomy: Organic acids and derivatives > Organic phosphoric acids and derivatives > Phosphate esters > Alkyl phosphates > Monoalkyl phosphates
• IUPAC Name: 4,5-dihydroxy-3-phosphonooxycyclohexene-1-carboxylic acid
• InChI: InChI=1S/C7H11O8P/c8-4-1-3(7(10)11)2-5(6(4)9)15-16(12,13)14/h2,4-6,8-9H,1H2,(H,10,11)(H2,12,13,14)
• InChI Key: QYOJSKGCWNAKGW-UHFFFAOYSA-N
• Popularity: 149 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₁O₈P
• Molecular Weight: 254.13 g/mol
• Exact Mass: 254.01915430 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 114489-69-9
• SCHEMBL39205
• DTXSID70274296
• FT-0674570
• FA4C6D38-4AF2-4DE9-9F8C-FD924DD675CE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9391	93.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8216	82.16%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9897	98.97%
P-glycoprotein inhibitior	-	0.9635	96.35%
P-glycoprotein substrate	-	0.9418	94.18%
CYP3A4 substrate	-	0.5942	59.42%
CYP2C9 substrate	-	0.7779	77.79%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.9806	98.06%
CYP2C9 inhibition	-	0.8975	89.75%
CYP2C19 inhibition	-	0.8622	86.22%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.8924	89.24%
CYP2C8 inhibition	-	0.9723	97.23%
CYP inhibitory promiscuity	-	0.9869	98.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8054	80.54%
Carcinogenicity (trinary)	Non-required	0.5730	57.30%
Eye corrosion	-	0.8716	87.16%
Eye irritation	-	0.7822	78.22%
Skin irritation	-	0.6598	65.98%
Skin corrosion	-	0.7254	72.54%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8694	86.94%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.5301	53.01%
skin sensitisation	-	0.7387	73.87%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5614	56.14%
Acute Oral Toxicity (c)	III	0.5762	57.62%
Estrogen receptor binding	-	0.7105	71.05%
Androgen receptor binding	-	0.7283	72.83%
Thyroid receptor binding	-	0.5059	50.59%
Glucocorticoid receptor binding	-	0.5705	57.05%
Aromatase binding	-	0.8307	83.07%
PPAR gamma	-	0.6304	63.04%
Honey bee toxicity	-	0.7849	78.49%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9302	93.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.63%	93.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.43%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.94%	95.56%

Plants that contains it

• Sorghum bicolor

Cross-Links

• PubChem: 1095
• LOTUS: LTS0197748
• wikiData: Q82003671