Penigrisacid D

Details

• Internal ID: b43c715d-7a2c-4423-86fd-eb77e430729c
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Alpha hydroxy acids and derivatives
• IUPAC Name: (1S,4S,5R,8R,9R)-4,8-dihydroxy-4-prop-1-en-2-yl-10-oxatricyclo[7.2.1.01,5]dodecane-8-carboxylic acid
• SMILES (Canonical): CC(=C)C1(CCC23C1CCC(C(C2)OC3)(C(=O)O)O)O
• SMILES (Isomeric): CC(=C)[C@@]1(CC[C@@]23[C@H]1CC[C@@]([C@@H](C2)OC3)(C(=O)O)O)O
• InChI: InChI=1S/C15H22O5/c1-9(2)14(18)6-5-13-7-11(20-8-13)15(19,12(16)17)4-3-10(13)14/h10-11,18-19H,1,3-8H2,2H3,(H,16,17)/t10-,11-,13-,14-,15-/m1/s1
• InChI Key: SMLOBFXLRPFWMO-OKNSCYNVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9670	96.70%
Caco-2	-	0.6341	63.41%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.9304	93.04%
P-glycoprotein inhibitior	-	0.9686	96.86%
P-glycoprotein substrate	-	0.8155	81.55%
CYP3A4 substrate	+	0.5711	57.11%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.9483	94.83%
CYP2C9 inhibition	-	0.8063	80.63%
CYP2C19 inhibition	-	0.7636	76.36%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.6084	60.84%
CYP2C8 inhibition	-	0.7672	76.72%
CYP inhibitory promiscuity	-	0.9788	97.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.8119	81.19%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7544	75.44%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8350	83.50%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7143	71.43%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7668	76.68%
Acute Oral Toxicity (c)	III	0.4170	41.70%
Estrogen receptor binding	+	0.8608	86.08%
Androgen receptor binding	-	0.5601	56.01%
Thyroid receptor binding	+	0.5846	58.46%
Glucocorticoid receptor binding	+	0.8312	83.12%
Aromatase binding	+	0.5193	51.93%
PPAR gamma	+	0.6012	60.12%
Honey bee toxicity	-	0.8617	86.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9252	92.52%

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	92.09%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.78%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.23%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.05%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.51%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.72%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.70%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.53%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683057
• LOTUS: LTS0257094
• wikiData: Q105256001