anislactone B

Details

• Internal ID: b876bc39-807a-4ce0-977e-04fbcd7941b2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2S,3S,7S,8S,11S)-2,8-dihydroxy-3,7,11-trimethyl-5,12-dioxatetracyclo[6.6.0.01,11.03,7]tetradecane-4,13-dione
• SMILES (Canonical): CC12CCC3(C1(CC(=O)O2)C(C4(C3(COC4=O)C)C)O)O
• SMILES (Isomeric): C[C@]12CC[C@]3([C@]1(CC(=O)O2)[C@@H]([C@@]4([C@]3(COC4=O)C)C)O)O
• InChI: InChI=1S/C15H20O6/c1-11-7-20-10(18)13(11,3)9(17)14-6-8(16)21-12(14,2)4-5-15(11,14)19/h9,17,19H,4-7H2,1-3H3/t9-,11-,12+,13+,14-,15+/m1/s1
• InChI Key: QMZMARJPDZSGFF-VSCRVHDNSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Anislactone A
• CHEMBL561908

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9109	91.09%
Caco-2	+	0.6550	65.50%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6809	68.09%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6717	67.17%
BSEP inhibitior	-	0.9041	90.41%
P-glycoprotein inhibitior	-	0.9185	91.85%
P-glycoprotein substrate	-	0.7513	75.13%
CYP3A4 substrate	+	0.5922	59.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.9501	95.01%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.8456	84.56%
CYP2C8 inhibition	-	0.9331	93.31%
CYP inhibitory promiscuity	-	0.9900	99.00%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5938	59.38%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.5991	59.91%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6163	61.63%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.9198	91.98%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6948	69.48%
Acute Oral Toxicity (c)	III	0.4147	41.47%
Estrogen receptor binding	+	0.7056	70.56%
Androgen receptor binding	+	0.7066	70.66%
Thyroid receptor binding	-	0.5346	53.46%
Glucocorticoid receptor binding	-	0.5625	56.25%
Aromatase binding	+	0.6214	62.14%
PPAR gamma	-	0.7178	71.78%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8851	88.51%

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	96.38%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.29%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	91.60%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.41%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	88.53%	92.51%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.26%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.08%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.67%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.10%	99.23%

Plants that contains it

• Illicium difengpi
• Illicium merrillianum
• Illicium parvifolium subsp. oligandrum

Cross-Links

• PubChem: 45267954
• NPASS: NPC157328
• LOTUS: LTS0162037
• wikiData: Q104396959