Isolitseane B

Details

• Internal ID: 17dd6bfc-ff3a-4ede-910b-afc15bdd2acf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,3S,4S)-3-(hydroxymethyl)-2-methyl-4-(6-methylhepta-1,5-dien-2-yl)cyclopentan-1-one
• InChI: InChI=1S/C15H24O2/c1-10(2)6-5-7-11(3)13-8-15(17)12(4)14(13)9-16/h6,12-14,16H,3,5,7-9H2,1-2,4H3/t12-,13-,14-/m1/s1
• InChI Key: GHVNGXHCQAFVBL-MGPQQGTHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (2R,3S,4S)-3-(hydroxymethyl)-2-methyl-4-(5-methyl-1-methylene-hex-4-enyl)cyclopentanone
• Cyclopentanone, 3-(hydroxymethyl)-2-methyl-4-(5-methyl-1-methylene-4-hexenyl)-, (2R,3S,4S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6406	64.06%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7220	72.20%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5722	57.22%
BSEP inhibitior	-	0.6290	62.90%
P-glycoprotein inhibitior	-	0.9189	91.89%
P-glycoprotein substrate	-	0.8840	88.40%
CYP3A4 substrate	-	0.5513	55.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8106	81.06%
CYP3A4 inhibition	-	0.8444	84.44%
CYP2C9 inhibition	-	0.8217	82.17%
CYP2C19 inhibition	-	0.7708	77.08%
CYP2D6 inhibition	-	0.8267	82.67%
CYP1A2 inhibition	-	0.6301	63.01%
CYP2C8 inhibition	-	0.9629	96.29%
CYP inhibitory promiscuity	-	0.8449	84.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.7217	72.17%
Eye corrosion	-	0.9280	92.80%
Eye irritation	-	0.6123	61.23%
Skin irritation	+	0.5088	50.88%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.7328	73.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5368	53.68%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5361	53.61%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6310	63.10%
Acute Oral Toxicity (c)	III	0.8083	80.83%
Estrogen receptor binding	-	0.8140	81.40%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7157	71.57%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8015	80.15%
PPAR gamma	-	0.6543	65.43%
Honey bee toxicity	-	0.8332	83.32%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9209	92.09%

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	94.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.92%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.93%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.94%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.71%	94.45%

Plants that contains it

• Litsea verticillata

Cross-Links

• PubChem: 5279292
• LOTUS: LTS0245955
• wikiData: Q105008759