clauslactone A

Details

• Internal ID: 378620b8-5ded-43ea-9bb4-255ac264495e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-h]coumarins
• IUPAC Name: 2-[2-hydroxy-1-(4-methylidene-5-oxooxolan-2-yl)propan-2-yl]-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
• SMILES (Canonical): CC(CC1CC(=C)C(=O)O1)(C2COC3=C(O2)C4=C(C=C3)C=CC(=O)O4)O
• SMILES (Isomeric): CC(CC1CC(=C)C(=O)O1)(C2COC3=C(O2)C4=C(C=C3)C=CC(=O)O4)O
• InChI: InChI=1S/C19H18O7/c1-10-7-12(24-18(10)21)8-19(2,22)14-9-23-13-5-3-11-4-6-15(20)26-16(11)17(13)25-14/h3-6,12,14,22H,1,7-9H2,2H3
• InChI Key: QOASRYFWAJXZRX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL485785

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.6666	66.66%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7941	79.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6424	64.24%
P-glycoprotein inhibitior	-	0.5737	57.37%
P-glycoprotein substrate	-	0.7028	70.28%
CYP3A4 substrate	+	0.5304	53.04%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.6021	60.21%
CYP2C9 inhibition	-	0.6212	62.12%
CYP2C19 inhibition	-	0.6617	66.17%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.6611	66.11%
CYP2C8 inhibition	-	0.5809	58.09%
CYP inhibitory promiscuity	-	0.8173	81.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4985	49.85%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.6344	63.44%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	+	0.5993	59.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.3691	36.91%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5679	56.79%
Acute Oral Toxicity (c)	I	0.3870	38.70%
Estrogen receptor binding	+	0.9029	90.29%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	-	0.5849	58.49%
Glucocorticoid receptor binding	+	0.8717	87.17%
Aromatase binding	+	0.7755	77.55%
PPAR gamma	+	0.7211	72.11%
Honey bee toxicity	-	0.8193	81.93%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.36%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.74%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.30%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.36%	94.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.94%	96.39%
CHEMBL1902	P62942	FK506-binding protein 1A	83.92%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.48%	100.00%

Plants that contains it

• Clausena excavata
• Murraya koenigii

Cross-Links

• PubChem: 10066950
• LOTUS: LTS0247840
• wikiData: Q105224768