Kikkanol A

Details

• Internal ID: 4375e2b4-9573-4d3b-976c-053b51bce3bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,4aR,5R,6S,8aS)-8a-methyl-4-methylidene-6-propan-2-yl-2,3,5,6,7,8-hexahydro-1H-naphthalene-1,4a,5-triol
• SMILES (Canonical): CC(C)C1CCC2(C(CCC(=C)C2(C1O)O)O)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@]2([C@@H](CCC(=C)[C@@]2([C@@H]1O)O)O)C
• InChI: InChI=1S/C15H26O3/c1-9(2)11-7-8-14(4)12(16)6-5-10(3)15(14,18)13(11)17/h9,11-13,16-18H,3,5-8H2,1-2,4H3/t11-,12+,13+,14-,15-/m0/s1
• InChI Key: NFDGWGXWJZESMB-QRTUWBSPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:81209
• C17603
• Q27155154
• (1R,4aR,5R,6S,8aS)-8a-methyl-4-methylidene-6-propan-2-yl-2,3,5,6,7,8-hexahydro-1H-naphthalene-1,4a,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.6319	63.19%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5396	53.96%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.8712	87.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8292	82.92%
P-glycoprotein inhibitior	-	0.9291	92.91%
P-glycoprotein substrate	-	0.8786	87.86%
CYP3A4 substrate	+	0.5304	53.04%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.8086	80.86%
CYP2C9 inhibition	-	0.7863	78.63%
CYP2C19 inhibition	-	0.6564	65.64%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.8492	84.92%
CYP2C8 inhibition	-	0.8914	89.14%
CYP inhibitory promiscuity	-	0.8955	89.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6253	62.53%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8678	86.78%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7164	71.64%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6166	61.66%
skin sensitisation	-	0.6071	60.71%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6800	68.00%
Acute Oral Toxicity (c)	I	0.5736	57.36%
Estrogen receptor binding	+	0.5464	54.64%
Androgen receptor binding	+	0.6451	64.51%
Thyroid receptor binding	+	0.5282	52.82%
Glucocorticoid receptor binding	+	0.5974	59.74%
Aromatase binding	-	0.5121	51.21%
PPAR gamma	-	0.7711	77.11%
Honey bee toxicity	-	0.8817	88.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	95.75%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.83%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.98%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.75%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL1871	P10275	Androgen Receptor	85.81%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.23%	94.45%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 10706137
• NPASS: NPC163795
• LOTUS: LTS0221193
• wikiData: Q27155154