clauslactone B

Details

• Internal ID: 7d3be57d-34a5-468e-8257-7e36926fff42
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-h]coumarins
• IUPAC Name: 2-[2-hydroxy-1-(4-hydroxy-4-methyl-5-oxooxolan-2-yl)propan-2-yl]-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one
• SMILES (Canonical): CC1(CC(OC1=O)CC(C)(C2COC3=C(O2)C4=C(C=C3)C=CC(=O)O4)O)O
• SMILES (Isomeric): CC1(CC(OC1=O)CC(C)(C2COC3=C(O2)C4=C(C=C3)C=CC(=O)O4)O)O
• InChI: InChI=1S/C19H20O8/c1-18(22,7-11-8-19(2,23)17(21)25-11)13-9-24-12-5-3-10-4-6-14(20)27-15(10)16(12)26-13/h3-6,11,13,22-23H,7-9H2,1-2H3
• InChI Key: KBLZMFGBGGWQCK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.11581759 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL485786

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9488	94.88%
Caco-2	-	0.7133	71.33%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7771	77.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8926	89.26%
P-glycoprotein inhibitior	-	0.6118	61.18%
P-glycoprotein substrate	-	0.6411	64.11%
CYP3A4 substrate	+	0.5715	57.15%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8149	81.49%
CYP3A4 inhibition	-	0.7327	73.27%
CYP2C9 inhibition	-	0.8144	81.44%
CYP2C19 inhibition	-	0.8894	88.94%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.7486	74.86%
CYP2C8 inhibition	-	0.6766	67.66%
CYP inhibitory promiscuity	-	0.9112	91.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5121	51.21%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9677	96.77%
Skin irritation	-	0.7297	72.97%
Skin corrosion	-	0.9301	93.01%
Ames mutagenesis	+	0.6130	61.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.4198	41.98%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6426	64.26%
skin sensitisation	-	0.8752	87.52%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.5912	59.12%
Acute Oral Toxicity (c)	III	0.3990	39.90%
Estrogen receptor binding	+	0.9302	93.02%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	+	0.5906	59.06%
Glucocorticoid receptor binding	+	0.8699	86.99%
Aromatase binding	+	0.7813	78.13%
PPAR gamma	+	0.7104	71.04%
Honey bee toxicity	-	0.8246	82.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.48%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.59%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.72%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.22%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.27%	92.62%

Plants that contains it

• Clausena excavata
• Murraya koenigii

Cross-Links

• PubChem: 10407168
• LOTUS: LTS0147212
• wikiData: Q105138331