leptosphaerin G

Details

• Internal ID: 9e1a2500-530c-4596-b706-695b2b99f5a0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: (3R,4S,4aS)-4,8,9-trihydroxy-3,4a-dimethyl-3,4-dihydro-2H-xanthen-1-one
• SMILES (Canonical): CC1CC(=O)C2=C(C3=C(C=CC=C3OC2(C1O)C)O)O
• SMILES (Isomeric): C[C@@H]1CC(=O)C2=C(C3=C(C=CC=C3O[C@@]2([C@H]1O)C)O)O
• InChI: InChI=1S/C15H16O5/c1-7-6-9(17)12-13(18)11-8(16)4-3-5-10(11)20-15(12,2)14(7)19/h3-5,7,14,16,18-19H,6H2,1-2H3/t7-,14+,15+/m1/s1
• InChI Key: CXHSWSJAQFGPLF-JKNGDPHESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL1098106

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	-	0.5419	54.19%
Blood Brain Barrier	-	0.6129	61.29%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6216	62.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8602	86.02%
P-glycoprotein inhibitior	-	0.9509	95.09%
P-glycoprotein substrate	-	0.7809	78.09%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	0.7898	78.98%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.6092	60.92%
CYP2C9 inhibition	+	0.6334	63.34%
CYP2C19 inhibition	+	0.5475	54.75%
CYP2D6 inhibition	-	0.6826	68.26%
CYP1A2 inhibition	+	0.7864	78.64%
CYP2C8 inhibition	-	0.8479	84.79%
CYP inhibitory promiscuity	+	0.6290	62.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5295	52.95%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.6284	62.84%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7147	71.47%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.6797	67.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6478	64.78%
Acute Oral Toxicity (c)	I	0.4397	43.97%
Estrogen receptor binding	+	0.6734	67.34%
Androgen receptor binding	+	0.5359	53.59%
Thyroid receptor binding	-	0.5464	54.64%
Glucocorticoid receptor binding	+	0.8119	81.19%
Aromatase binding	-	0.6040	60.40%
PPAR gamma	+	0.5830	58.30%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9542	95.42%

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	97.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.93%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.76%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.08%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.05%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.24%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.97%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.53%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.48%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.91%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46831411
• LOTUS: LTS0010957
• wikiData: Q105103379