Leptosphaerin I

Details

• Internal ID: 427c24d6-5ac9-41fb-98b9-15b5888fb438
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1R,3S,4R,4aS,9aR)-1,4,8-trihydroxy-3,4a-dimethyl-2,3,4,9a-tetrahydro-1H-xanthen-9-one
• InChI: InChI=1S/C15H18O5/c1-7-6-9(17)12-13(18)11-8(16)4-3-5-10(11)20-15(12,2)14(7)19/h3-5,7,9,12,14,16-17,19H,6H2,1-2H3/t7-,9+,12-,14+,15-/m0/s1
• InChI Key: NFHLHXVIHBGFKO-CIKCLIBHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.5158	51.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6590	65.90%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9339	93.39%
P-glycoprotein inhibitior	-	0.9581	95.81%
P-glycoprotein substrate	-	0.8626	86.26%
CYP3A4 substrate	+	0.6160	61.60%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.7764	77.64%
CYP3A4 inhibition	-	0.7873	78.73%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.8630	86.30%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	+	0.7463	74.63%
CYP2C8 inhibition	-	0.8234	82.34%
CYP inhibitory promiscuity	-	0.9110	91.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5605	56.05%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9479	94.79%
Skin irritation	-	0.6233	62.33%
Skin corrosion	-	0.9034	90.34%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8317	83.17%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7146	71.46%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7504	75.04%
Acute Oral Toxicity (c)	III	0.5897	58.97%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.6762	67.62%
Thyroid receptor binding	+	0.6190	61.90%
Glucocorticoid receptor binding	+	0.6565	65.65%
Aromatase binding	-	0.6968	69.68%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.8849	88.49%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5647	56.47%
Fish aquatic toxicity	+	0.7992	79.92%

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	98.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.13%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.09%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.30%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.32%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.97%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589434
• LOTUS: LTS0195017
• wikiData: Q105178477