Leptorumol

Details

• Internal ID: 5dbd6617-7338-46e0-a79e-b529275ecd95
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-6,8-dimethylchromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)C=CO2)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C=CO2)C)O
• InChI: InChI=1S/C11H10O4/c1-5-9(13)6(2)11-8(10(5)14)7(12)3-4-15-11/h3-4,13-14H,1-2H3
• InChI Key: OWGYZWMBXRFUQP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEBI:67370
• 5,7-Dihydroxy-6,8-dimethyl-4H-chromen-4-one
• RefChem:152843
• 5,7-DIHYDROXY-6,8-DIMETHYLCHROMEN-4-ONE
• 5,7-Dihydroxy-6,8-dimethylchromone
• 21722-27-0
• CHEMBL1802146
• SCHEMBL28104131
• Q27135828

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	-	0.5703	57.03%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7045	70.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8456	84.56%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9056	90.56%
P-glycoprotein inhibitior	-	0.9398	93.98%
P-glycoprotein substrate	-	0.9684	96.84%
CYP3A4 substrate	-	0.6328	63.28%
CYP2C9 substrate	-	0.6157	61.57%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	+	0.7650	76.50%
CYP2C9 inhibition	+	0.5771	57.71%
CYP2C19 inhibition	+	0.5854	58.54%
CYP2D6 inhibition	-	0.8449	84.49%
CYP1A2 inhibition	+	0.9707	97.07%
CYP2C8 inhibition	-	0.8869	88.69%
CYP inhibitory promiscuity	+	0.6875	68.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7155	71.55%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.7856	78.56%
Skin irritation	-	0.5203	52.03%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	+	0.6736	67.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8007	80.07%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5598	55.98%
skin sensitisation	-	0.8216	82.16%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4502	45.02%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	-	0.5052	50.52%
Androgen receptor binding	-	0.5573	55.73%
Thyroid receptor binding	-	0.5699	56.99%
Glucocorticoid receptor binding	+	0.6635	66.35%
Aromatase binding	-	0.6057	60.57%
PPAR gamma	+	0.5819	58.19%
Honey bee toxicity	-	0.9658	96.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9219	92.19%

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	92.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.36%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.31%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.16%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.62%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.61%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.10%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	83.74%	83.82%

Plants that contains it

• Arachniodes miqueliana
• Clausena anisata
• Pisonia aculeata
• Trianthema portulacastrum

Cross-Links

• PubChem: 56683359
• NPASS: NPC250057
• LOTUS: LTS0065877
• wikiData: Q27135828