Chlorantene A

Details

• Internal ID: bc315baa-9b8b-4e7e-bd02-e0d41cad7d99
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: (5aR,8aS)-3,5a,8a-trimethyl-5,6,7,8-tetrahydroazuleno[5,6-b]furan-4,9-dione
• SMILES (Canonical): CC1=COC2=C1C(=O)CC3(CCCC3(C2=O)C)C
• SMILES (Isomeric): CC1=COC2=C1C(=O)C[C@]3(CCC[C@@]3(C2=O)C)C
• InChI: InChI=1S/C15H18O3/c1-9-8-18-12-11(9)10(16)7-14(2)5-4-6-15(14,3)13(12)17/h8H,4-7H2,1-3H3/t14-,15-/m1/s1
• InChI Key: QZPPZFXZTZJUHE-HUUCEWRRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (5aR,8aS)-3,5a,8a-trimethyl-5,6,7,8-tetrahydroazuleno[5,6-b]furan-4,9-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.8749	87.49%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6294	62.94%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8703	87.03%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7601	76.01%
P-glycoprotein inhibitior	-	0.9132	91.32%
P-glycoprotein substrate	-	0.9475	94.75%
CYP3A4 substrate	+	0.5461	54.61%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	-	0.9443	94.43%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.7951	79.51%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	+	0.5759	57.59%
CYP2C8 inhibition	-	0.7448	74.48%
CYP inhibitory promiscuity	-	0.9614	96.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9707	97.07%
Eye irritation	+	0.6335	63.35%
Skin irritation	-	0.6091	60.91%
Skin corrosion	-	0.8174	81.74%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6312	63.12%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.7296	72.96%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5725	57.25%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.4564	45.64%
Estrogen receptor binding	-	0.6626	66.26%
Androgen receptor binding	+	0.6647	66.47%
Thyroid receptor binding	-	0.6585	65.85%
Glucocorticoid receptor binding	-	0.6244	62.44%
Aromatase binding	-	0.5232	52.32%
PPAR gamma	-	0.4900	49.00%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9481	94.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.57%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.71%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.41%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.52%	96.38%
CHEMBL2581	P07339	Cathepsin D	86.03%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.09%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.52%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.88%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.47%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.15%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.23%	97.09%

Plants that contains it

• Chloranthus serratus

Cross-Links

• PubChem: 25180128
• LOTUS: LTS0021568
• wikiData: Q105232281