Paneolilludinic acid

Details

• Internal ID: 18780559-90be-4d3e-9e6c-81f3a047a8d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (2S,3aS,5S)-5-hydroxy-2,5,7-trimethylspiro[1,3,3a,4-tetrahydroindene-6,1'-cyclopropane]-2-carboxylic acid
• SMILES (Canonical): CC1=C2CC(CC2CC(C13CC3)(C)O)(C)C(=O)O
• SMILES (Isomeric): CC1=C2C[C@@](C[C@H]2C[C@](C13CC3)(C)O)(C)C(=O)O
• InChI: InChI=1S/C15H22O3/c1-9-11-8-13(2,12(16)17)6-10(11)7-14(3,18)15(9)4-5-15/h10,18H,4-8H2,1-3H3,(H,16,17)/t10-,13-,14-/m0/s1
• InChI Key: KPHPOAIUDVWBRH-BPNCWPANSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (2S,3aS,5S)-5-hydroxy-2,5,7-trimethylspiro[1,3,3a,4-tetrahydroindene-6,1'-cyclopropane]-2-carboxylic acid
• (2S,3aS,5S)-5-hydroxy-2,5,7-trimethylspiro(1,3,3a,4-tetrahydroindene-6,1'-cyclopropane)-2-carboxylic acid
• RefChem:169865
• 847586-20-3
• orb1981976
• CHEBI:214110
• HY-N10217
• DA-56580
• CS-0373444

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8790	87.90%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7381	73.81%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.9525	95.25%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6571	65.71%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8666	86.66%
CYP3A4 substrate	+	0.5200	52.00%
CYP2C9 substrate	-	0.6006	60.06%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.8343	83.43%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.7974	79.74%
CYP2C8 inhibition	-	0.9349	93.49%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9332	93.32%
Carcinogenicity (trinary)	Non-required	0.5169	51.69%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.5727	57.27%
Skin irritation	+	0.5911	59.11%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7281	72.81%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5915	59.15%
skin sensitisation	-	0.5634	56.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5537	55.37%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	+	0.5374	53.74%
Androgen receptor binding	+	0.5950	59.50%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	+	0.5426	54.26%
Aromatase binding	-	0.6423	64.23%
PPAR gamma	-	0.6243	62.43%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	91.12%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.08%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.20%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.88%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11482094
• LOTUS: LTS0057059
• wikiData: Q77561007