Lippifoli-1(6)-en-4 beta-ol-5-one

Details

• Internal ID: 37741aef-f536-4c5b-a035-c043be55419d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
• IUPAC Name: (1aR,5S,7bR)-5-hydroxy-3,3,5,7b-tetramethyl-1a,2,6,7-tetrahydro-1H-cyclopropa[a]naphthalen-4-one
• SMILES (Canonical): CC1(CC2CC2(C3=C1C(=O)C(CC3)(C)O)C)C
• SMILES (Isomeric): C[C@@]1(CCC2=C(C1=O)C(C[C@@H]3[C@]2(C3)C)(C)C)O
• InChI: InChI=1S/C15H22O2/c1-13(2)7-9-8-14(9,3)10-5-6-15(4,17)12(16)11(10)13/h9,17H,5-8H2,1-4H3/t9-,14+,15-/m0/s1
• InChI Key: QDNBEGKPBFOPJU-AMFBXLIHSA-N
• Popularity: 0 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: 2.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Lippifoli-1(6)-en-4 .beta.-ol-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8914	89.14%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7442	74.42%
OATP2B1 inhibitior	-	0.8435	84.35%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9804	98.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7887	78.87%
P-glycoprotein inhibitior	-	0.9281	92.81%
P-glycoprotein substrate	-	0.9187	91.87%
CYP3A4 substrate	+	0.5294	52.94%
CYP2C9 substrate	-	0.8117	81.17%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.8263	82.63%
CYP2C9 inhibition	-	0.7998	79.98%
CYP2C19 inhibition	-	0.7160	71.60%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.8268	82.68%
CYP2C8 inhibition	-	0.9195	91.95%
CYP inhibitory promiscuity	-	0.9096	90.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.6450	64.50%
Skin irritation	+	0.5253	52.53%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5714	57.14%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	+	0.5212	52.12%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5801	58.01%
Acute Oral Toxicity (c)	III	0.7126	71.26%
Estrogen receptor binding	-	0.7569	75.69%
Androgen receptor binding	-	0.6685	66.85%
Thyroid receptor binding	+	0.5194	51.94%
Glucocorticoid receptor binding	-	0.5500	55.00%
Aromatase binding	-	0.6867	68.67%
PPAR gamma	-	0.7953	79.53%
Honey bee toxicity	-	0.8774	87.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9833	98.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.35%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.08%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	86.55%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.70%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.27%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	84.27%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.58%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.31%	90.17%
CHEMBL259	P32245	Melanocortin receptor 4	80.73%	95.38%

Plants that contains it

• Lippia integrifolia

Cross-Links

• PubChem: 91750064
• LOTUS: LTS0209887
• wikiData: Q105218884