Chlorantene F

Details

• Internal ID: 7e941d3d-af74-4186-8f04-f8fd9ecc135e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (5S,6S)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5H-1-benzofuran-4,7-dione
• SMILES (Canonical): CC1=COC2=C1C(=O)C(C(C2=O)(C)C=C)C(=C)C
• SMILES (Isomeric): CC1=COC2=C1C(=O)[C@H]([C@](C2=O)(C)C=C)C(=C)C
• InChI: InChI=1S/C15H16O3/c1-6-15(5)11(8(2)3)12(16)10-9(4)7-18-13(10)14(15)17/h6-7,11H,1-2H2,3-5H3/t11-,15+/m1/s1
• InChI Key: RLWUPZZWFFGPKU-ABAIWWIYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• RefChem:125285
• (5S,6S)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5H-1-benzofuran-4,7-dione
• 1079243-75-6
• CHEMBL457444

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	-	0.6063	60.63%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8960	89.60%
P-glycoprotein inhibitior	-	0.8118	81.18%
P-glycoprotein substrate	-	0.9302	93.02%
CYP3A4 substrate	+	0.5523	55.23%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8626	86.26%
CYP3A4 inhibition	-	0.7389	73.89%
CYP2C9 inhibition	-	0.7432	74.32%
CYP2C19 inhibition	-	0.6500	65.00%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	+	0.7686	76.86%
CYP2C8 inhibition	-	0.6183	61.83%
CYP inhibitory promiscuity	+	0.6690	66.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4943	49.43%
Eye corrosion	-	0.9392	93.92%
Eye irritation	-	0.5966	59.66%
Skin irritation	-	0.5607	56.07%
Skin corrosion	-	0.8947	89.47%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6422	64.22%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	+	0.6099	60.99%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6045	60.45%
Acute Oral Toxicity (c)	III	0.4285	42.85%
Estrogen receptor binding	-	0.6653	66.53%
Androgen receptor binding	+	0.5962	59.62%
Thyroid receptor binding	-	0.5669	56.69%
Glucocorticoid receptor binding	-	0.7527	75.27%
Aromatase binding	-	0.5050	50.50%
PPAR gamma	+	0.5558	55.58%
Honey bee toxicity	-	0.7981	79.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9745	97.45%

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	96.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.88%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.24%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	83.32%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%

Plants that contains it

• Chloranthus serratus

Cross-Links

• PubChem: 25147592
• LOTUS: LTS0186047
• wikiData: Q105240571