Lucknolide A

Details

• Internal ID: 005aceba-7a24-4e77-9240-e86e35b82ffa
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,3S,4S,7R,10S,11S)-3,10-dihydroxy-10-(hydroxymethyl)-2,9-dioxatricyclo[5.3.1.04,11]undec-5-en-8-one
• SMILES (Canonical): C1=CC2C3C1C(OC3C(OC2=O)(CO)O)O
• SMILES (Isomeric): C1=C[C@@H]2[C@@H]3[C@H]1[C@H](O[C@@H]3[C@@](OC2=O)(CO)O)O
• InChI: InChI=1S/C10H12O6/c11-3-10(14)7-6-4(8(12)15-7)1-2-5(6)9(13)16-10/h1-2,4-8,11-12,14H,3H2/t4-,5+,6-,7-,8-,10-/m0/s1
• InChI Key: WFOADYFXGWWIRB-JXVPXHAGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₆
• Molecular Weight: 228.20 g/mol
• Exact Mass: 228.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.64
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8568	85.68%
Caco-2	-	0.7565	75.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6521	65.21%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9834	98.34%
P-glycoprotein inhibitior	-	0.9634	96.34%
P-glycoprotein substrate	-	0.9066	90.66%
CYP3A4 substrate	-	0.5066	50.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.9728	97.28%
CYP2C19 inhibition	-	0.9373	93.73%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.8938	89.38%
CYP2C8 inhibition	-	0.9355	93.55%
CYP inhibitory promiscuity	-	0.9737	97.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6309	63.09%
Eye corrosion	-	0.9670	96.70%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.9066	90.66%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8430	84.30%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5993	59.93%
Acute Oral Toxicity (c)	III	0.4069	40.69%
Estrogen receptor binding	-	0.6865	68.65%
Androgen receptor binding	-	0.6240	62.40%
Thyroid receptor binding	-	0.6153	61.53%
Glucocorticoid receptor binding	+	0.5524	55.24%
Aromatase binding	-	0.8614	86.14%
PPAR gamma	-	0.6052	60.52%
Honey bee toxicity	-	0.8545	85.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.8511	85.11%

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	96.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.76%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.87%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.67%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46933683
• LOTUS: LTS0261611
• wikiData: Q105304098