Liguhodgcins B

Details

• Internal ID: dd9ef21b-692a-4626-b455-84307abe38d4
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: methyl (2R,3R,5R,6R)-2,5,6-trimethyl-8-oxo-1,7-dioxaspiro[2.5]octane-6-carboxylate
• SMILES (Canonical): CC1CC2(C(O2)C)C(=O)OC1(C)C(=O)OC
• SMILES (Isomeric): C[C@@H]1C[C@@]2([C@H](O2)C)C(=O)O[C@@]1(C)C(=O)OC
• InChI: InChI=1S/C11H16O5/c1-6-5-11(7(2)15-11)9(13)16-10(6,3)8(12)14-4/h6-7H,5H2,1-4H3/t6-,7-,10-,11-/m1/s1
• InChI Key: COYQJFOFZGEQLA-JJHYMCDRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL2062983

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9007	90.07%
Caco-2	+	0.7270	72.70%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5680	56.80%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9379	93.79%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9709	97.09%
P-glycoprotein inhibitior	-	0.9344	93.44%
P-glycoprotein substrate	-	0.8855	88.55%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.7878	78.78%
CYP2C9 inhibition	-	0.9565	95.65%
CYP2C19 inhibition	-	0.9058	90.58%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	-	0.9387	93.87%
CYP inhibitory promiscuity	-	0.9853	98.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	-	0.9609	96.09%
Eye irritation	-	0.6099	60.99%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.8859	88.59%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6769	67.69%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6325	63.25%
skin sensitisation	-	0.7858	78.58%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.7691	76.91%
Acute Oral Toxicity (c)	III	0.6515	65.15%
Estrogen receptor binding	+	0.5634	56.34%
Androgen receptor binding	+	0.5306	53.06%
Thyroid receptor binding	-	0.6232	62.32%
Glucocorticoid receptor binding	-	0.8546	85.46%
Aromatase binding	-	0.7308	73.08%
PPAR gamma	-	0.7165	71.65%
Honey bee toxicity	-	0.8434	84.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4307	43.07%

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	95.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.24%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.31%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.61%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.52%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.99%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.13%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.02%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.18%	96.77%

Plants that contains it

• Ligularia hodgsonii
• Ligularia hodgsonii

Cross-Links

• PubChem: 60154790
• NPASS: NPC96322
• LOTUS: LTS0046712
• wikiData: Q104967378