Kikkanol C

Details

• Internal ID: db7f9804-c00f-49e0-94f5-27207a6a0fff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aS,5S,6R,7S,8aR)-5,6-dihydroxy-4a-methyl-7-propan-2-yl-4,5,6,7,8,8a-hexahydro-3H-naphthalene-1-carbaldehyde
• SMILES (Canonical): CC(C)C1CC2C(=CCCC2(C(C1O)O)C)C=O
• SMILES (Isomeric): CC(C)[C@@H]1C[C@H]2C(=CCC[C@@]2([C@@H]([C@@H]1O)O)C)C=O
• InChI: InChI=1S/C15H24O3/c1-9(2)11-7-12-10(8-16)5-4-6-15(12,3)14(18)13(11)17/h5,8-9,11-14,17-18H,4,6-7H2,1-3H3/t11-,12-,13+,14+,15-/m0/s1
• InChI Key: KAQCTOHOWHIWCT-AHDPXTMNSA-N
• Popularity: 2 references 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: 1.80
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:81211
• C17605
• Q27155156

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.5528	55.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8451	84.51%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8598	85.98%
P-glycoprotein inhibitior	-	0.9075	90.75%
P-glycoprotein substrate	-	0.8160	81.60%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.7496	74.96%
CYP2C9 inhibition	-	0.7093	70.93%
CYP2C19 inhibition	-	0.7102	71.02%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.8013	80.13%
CYP2C8 inhibition	-	0.9291	92.91%
CYP inhibitory promiscuity	-	0.7733	77.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6020	60.20%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9345	93.45%
Skin irritation	-	0.5357	53.57%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6453	64.53%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	+	0.6080	60.80%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7428	74.28%
Acute Oral Toxicity (c)	III	0.6577	65.77%
Estrogen receptor binding	-	0.6229	62.29%
Androgen receptor binding	-	0.6084	60.84%
Thyroid receptor binding	-	0.5361	53.61%
Glucocorticoid receptor binding	-	0.4871	48.71%
Aromatase binding	-	0.8094	80.94%
PPAR gamma	-	0.6716	67.16%
Honey bee toxicity	-	0.8559	85.59%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	95.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.91%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.42%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.72%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.31%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.67%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.61%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.00%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.13%	90.00%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 46173953
• NPASS: NPC188246
• LOTUS: LTS0152811
• wikiData: Q27155156