Avicennone C

Details

• Internal ID: 72fceae2-0e62-49f9-a9e1-ffc90f0f0574
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (1aS,7S,7aS)-7-hydroxy-1a-(3-methylbut-2-enyl)-7,7a-dihydronaphtho[2,3-b]oxiren-2-one
• SMILES (Canonical): CC(=CCC12C(O1)C(C3=CC=CC=C3C2=O)O)C
• SMILES (Isomeric): CC(=CC[C@@]12[C@@H](O1)[C@H](C3=CC=CC=C3C2=O)O)C
• InChI: InChI=1S/C15H16O3/c1-9(2)7-8-15-13(17)11-6-4-3-5-10(11)12(16)14(15)18-15/h3-7,12,14,16H,8H2,1-2H3/t12-,14-,15+/m0/s1
• InChI Key: XOJSFUHFZHGNKT-AEGPPILISA-N
• Popularity: 0 references 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): 49.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7162	71.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7208	72.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8428	84.28%
P-glycoprotein inhibitior	-	0.9258	92.58%
P-glycoprotein substrate	-	0.8505	85.05%
CYP3A4 substrate	+	0.5310	53.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7696	76.96%
CYP3A4 inhibition	-	0.8460	84.60%
CYP2C9 inhibition	-	0.5218	52.18%
CYP2C19 inhibition	+	0.6431	64.31%
CYP2D6 inhibition	-	0.7435	74.35%
CYP1A2 inhibition	-	0.5209	52.09%
CYP2C8 inhibition	-	0.7488	74.88%
CYP inhibitory promiscuity	+	0.6871	68.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6192	61.92%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.5919	59.19%
Skin irritation	-	0.6077	60.77%
Skin corrosion	-	0.8979	89.79%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6447	64.47%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.7449	74.49%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8803	88.03%
Acute Oral Toxicity (c)	III	0.4690	46.90%
Estrogen receptor binding	-	0.6102	61.02%
Androgen receptor binding	-	0.5720	57.20%
Thyroid receptor binding	-	0.5859	58.59%
Glucocorticoid receptor binding	-	0.6556	65.56%
Aromatase binding	-	0.6901	69.01%
PPAR gamma	-	0.5113	51.13%
Honey bee toxicity	-	0.9064	90.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9666	96.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.09%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.48%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.23%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.04%	82.69%

Plants that contains it

• Avicennia marina

Cross-Links

• PubChem: 16737080
• LOTUS: LTS0087054
• wikiData: Q105314568