Penigrisacid B

Details

• Internal ID: 51efb6be-0bcb-4465-8df0-72c1d6e31e04
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,3aS,8aR)-3-[(2S)-1,2-dihydroxypropan-2-yl]-8a-methyl-2,3,3a,4,5,8-hexahydro-1H-azulene-6-carboxylic acid
• SMILES (Canonical): CC12CCC(C1CCC(=CC2)C(=O)O)C(C)(CO)O
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@H]1CCC(=CC2)C(=O)O)[C@@](C)(CO)O
• InChI: InChI=1S/C15H24O4/c1-14-7-5-10(13(17)18)3-4-11(14)12(6-8-14)15(2,19)9-16/h5,11-12,16,19H,3-4,6-9H2,1-2H3,(H,17,18)/t11-,12-,14-,15+/m0/s1
• InChI Key: FKKMURCACKTHIO-NZBPQXDJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9693	96.93%
Caco-2	+	0.7024	70.24%
Blood Brain Barrier	+	0.5911	59.11%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6893	68.93%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6660	66.60%
BSEP inhibitior	-	0.7232	72.32%
P-glycoprotein inhibitior	-	0.9496	94.96%
P-glycoprotein substrate	-	0.9009	90.09%
CYP3A4 substrate	+	0.5249	52.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9154	91.54%
CYP3A4 inhibition	-	0.8501	85.01%
CYP2C9 inhibition	-	0.7425	74.25%
CYP2C19 inhibition	-	0.8629	86.29%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.7279	72.79%
CYP2C8 inhibition	-	0.7860	78.60%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7078	70.78%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8434	84.34%
Skin irritation	-	0.6849	68.49%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6002	60.02%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5558	55.58%
skin sensitisation	-	0.7509	75.09%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5091	50.91%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7590	75.90%
Acute Oral Toxicity (c)	III	0.5613	56.13%
Estrogen receptor binding	+	0.6496	64.96%
Androgen receptor binding	+	0.5749	57.49%
Thyroid receptor binding	-	0.5062	50.62%
Glucocorticoid receptor binding	+	0.7849	78.49%
Aromatase binding	-	0.5607	56.07%
PPAR gamma	-	0.6390	63.90%
Honey bee toxicity	-	0.9264	92.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9487	94.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.33%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.02%	100.00%
CHEMBL5028	O14672	ADAM10	80.23%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683055
• LOTUS: LTS0084904
• wikiData: Q104996661