Litseahumulane B

Details

• Internal ID: 47661cdc-92d5-4d59-a2c9-afd46015ff03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,5E,8R)-8-hydroxy-4,7,7-trimethyl-11-methylidenecycloundec-5-en-1-one
• SMILES (Canonical): CC1CCC(=O)C(=C)CCC(C(C=C1)(C)C)O
• SMILES (Isomeric): C[C@H]\1CCC(=O)C(=C)CC[C@H](C(/C=C1)(C)C)O
• InChI: InChI=1S/C15H24O2/c1-11-5-7-13(16)12(2)6-8-14(17)15(3,4)10-9-11/h9-11,14,17H,2,5-8H2,1,3-4H3/b10-9+/t11-,14+/m0/s1
• InChI Key: SSWUIXHLQYARRL-ULOCGOKBSA-N
• Popularity: 1 reference 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: 3.30
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• RefChem:153807
• (4S,5E,8R)-8-hydroxy-4,7,7-trimethyl-11-methylidenecycloundec-5-en-1-one
• 543698-82-4
• CHEMBL512755

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8719	87.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6996	69.96%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9045	90.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8610	86.10%
P-glycoprotein inhibitior	-	0.9128	91.28%
P-glycoprotein substrate	-	0.8879	88.79%
CYP3A4 substrate	+	0.5409	54.09%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.7309	73.09%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.7841	78.41%
CYP2C8 inhibition	-	0.9413	94.13%
CYP inhibitory promiscuity	-	0.9448	94.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6018	60.18%
Eye corrosion	-	0.9615	96.15%
Eye irritation	+	0.5424	54.24%
Skin irritation	+	0.6701	67.01%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4213	42.13%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.7533	75.33%
skin sensitisation	+	0.7634	76.34%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.6792	67.92%
Estrogen receptor binding	-	0.6312	63.12%
Androgen receptor binding	-	0.7827	78.27%
Thyroid receptor binding	+	0.5225	52.25%
Glucocorticoid receptor binding	+	0.5467	54.67%
Aromatase binding	-	0.7815	78.15%
PPAR gamma	-	0.5539	55.39%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9745	97.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.79%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.82%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.42%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.98%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.41%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.10%	95.89%
CHEMBL1871	P10275	Androgen Receptor	80.43%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.12%	99.23%

Plants that contains it

• Litsea verticillata

Cross-Links

• PubChem: 10988275
• NPASS: NPC10758
• LOTUS: LTS0112519
• wikiData: Q105260004