Litseaverticillol A

Details

• Internal ID: 00b3bb40-ed7a-451b-9c96-812a2826323e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (4S,5R)-5-[(1E)-2,6-dimethylhepta-1,5-dienyl]-4-hydroxy-2-methylcyclopent-2-en-1-one
• SMILES (Canonical): CC1=CC(C(C1=O)C=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=C[C@@H]([C@H](C1=O)/C=C(\C)/CCC=C(C)C)O
• InChI: InChI=1S/C15H22O2/c1-10(2)6-5-7-11(3)8-13-14(16)9-12(4)15(13)17/h6,8-9,13-14,16H,5,7H2,1-4H3/b11-8+/t13-,14+/m1/s1
• InChI Key: IRYFKBHIOJHFLA-GELOPOQCSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• (4S,5R)-5-[(1E)-2,6-dimethylhepta-1,5-dienyl]-4-hydroxy-2-methylcyclopent-2-en-1-one
• (4S,5R)-5-[(1E)-2,6-dimethylhepta-1,5-dienyl]-4-hydroxy-2-methyl-cyclopent-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8494	84.94%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5722	57.22%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9010	90.10%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6405	64.05%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.9460	94.60%
CYP3A4 substrate	-	0.5408	54.08%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.9294	92.94%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.8547	85.47%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.6387	63.87%
CYP2C8 inhibition	-	0.9611	96.11%
CYP inhibitory promiscuity	-	0.7611	76.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.5876	58.76%
Eye corrosion	-	0.8779	87.79%
Eye irritation	-	0.6163	61.63%
Skin irritation	+	0.7372	73.72%
Skin corrosion	-	0.8284	82.84%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7116	71.16%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.7803	78.03%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6251	62.51%
Acute Oral Toxicity (c)	III	0.8248	82.48%
Estrogen receptor binding	-	0.7730	77.30%
Androgen receptor binding	-	0.5693	56.93%
Thyroid receptor binding	-	0.7544	75.44%
Glucocorticoid receptor binding	-	0.6561	65.61%
Aromatase binding	-	0.8473	84.73%
PPAR gamma	-	0.5481	54.81%
Honey bee toxicity	-	0.8566	85.66%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8914	89.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.83%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.11%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.10%	96.09%

Plants that contains it

• Litsea verticillata

Cross-Links

• PubChem: 6473812
• LOTUS: LTS0012231
• wikiData: Q105119299