Lactinolide

Details

• Internal ID: e0070f9f-cb7b-4c67-affc-84ac639a150f
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3R,3aR,5S,6S,7aR)-5,6-dihydroxy-3,6-dimethyl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one
• InChI: InChI=1S/C10H16O4/c1-5-6-3-8(11)10(2,13)4-7(6)14-9(5)12/h5-8,11,13H,3-4H2,1-2H3/t5-,6-,7-,8+,10+/m1/s1
• InChI Key: WMRLNPAAXAUOIO-BGJNVIQHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEBI:132795
• (3R,3aR,5S,6S,7aR)-5,6-dihydroxy-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one
• (3R,3aR,5S,6S,7aR)-5,6-dihydroxy-3,6-dimethyl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9690	96.90%
Caco-2	-	0.7293	72.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6108	61.08%
OATP2B1 inhibitior	-	0.8446	84.46%
OATP1B1 inhibitior	+	0.9422	94.22%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9741	97.41%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.8385	83.85%
CYP3A4 substrate	+	0.5460	54.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.7906	79.06%
CYP2C9 inhibition	-	0.9588	95.88%
CYP2C19 inhibition	-	0.9344	93.44%
CYP2D6 inhibition	-	0.9664	96.64%
CYP1A2 inhibition	-	0.7883	78.83%
CYP2C8 inhibition	-	0.9785	97.85%
CYP inhibitory promiscuity	-	0.9893	98.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5611	56.11%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.7707	77.07%
Skin irritation	-	0.5310	53.10%
Skin corrosion	-	0.8059	80.59%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6944	69.44%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6857	68.57%
skin sensitisation	-	0.7931	79.31%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7063	70.63%
Acute Oral Toxicity (c)	III	0.4666	46.66%
Estrogen receptor binding	-	0.6043	60.43%
Androgen receptor binding	-	0.6513	65.13%
Thyroid receptor binding	-	0.5615	56.15%
Glucocorticoid receptor binding	+	0.5604	56.04%
Aromatase binding	-	0.8482	84.82%
PPAR gamma	-	0.8373	83.73%
Honey bee toxicity	-	0.8652	86.52%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9004	90.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.93%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.76%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.63%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.30%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.87%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.43%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.05%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.84%	96.95%
CHEMBL1871	P10275	Androgen Receptor	80.17%	96.43%

Plants that contains it

• Paeonia lactiflora

Cross-Links

• PubChem: 14336593
• NPASS: NPC235175
• LOTUS: LTS0041729
• wikiData: Q105308798