Lippidulcine A

Details

• Internal ID: f35c6b64-71d7-4aca-8cb8-9e6ed0be7db4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6S)-6-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)C(CC1)C(C)(CC=CC(C)(C)O)O
• SMILES (Isomeric): CC1=CC(=O)[C@@H](CC1)[C@](C)(C/C=C/C(C)(C)O)O
• InChI: InChI=1S/C15H24O3/c1-11-6-7-12(13(16)10-11)15(4,18)9-5-8-14(2,3)17/h5,8,10,12,17-18H,6-7,9H2,1-4H3/b8-5+/t12-,15+/m1/s1
• InChI Key: KUSAHPFPYBFRTK-ITPJJHHZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• (6S)-6-[(E,2S)-2,6-Dihydroxy-6-methylhept-4-en-2-yl]-3-methylcyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6257	62.57%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9670	96.70%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	+	0.5291	52.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8897	88.97%
CYP3A4 inhibition	-	0.7531	75.31%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.7657	76.57%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.9048	90.48%
CYP2C8 inhibition	-	0.8741	87.41%
CYP inhibitory promiscuity	-	0.8641	86.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5687	56.87%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9100	91.00%
Skin irritation	+	0.5338	53.38%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6854	68.54%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	+	0.6372	63.72%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6658	66.58%
Acute Oral Toxicity (c)	III	0.3622	36.22%
Estrogen receptor binding	-	0.7235	72.35%
Androgen receptor binding	-	0.6097	60.97%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5113	51.13%
Aromatase binding	-	0.8071	80.71%
PPAR gamma	-	0.6653	66.53%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9800	98.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.55%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.43%	96.09%
CHEMBL1871	P10275	Androgen Receptor	85.33%	96.43%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.17%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.93%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.15%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.06%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.80%	100.00%

Plants that contains it

• Gelsemium elegans
• Gelsemium rankinii
• Gelsemium sempervirens

Cross-Links

• PubChem: 11673265
• LOTUS: LTS0090589
• wikiData: Q105380666