Nardoguaianone K

Details

• Internal ID: 20549e3c-98b9-4c44-bb15-f043b59d79e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3R,8S)-8-hydroxy-3,8-dimethyl-5-propan-2-yl-2,3,6,7-tetrahydroazulen-1-one
• SMILES (Canonical): CC1CC(=O)C2=C1C=C(CCC2(C)O)C(C)C
• SMILES (Isomeric): C[C@@H]1CC(=O)C2=C1C=C(CC[C@]2(C)O)C(C)C
• InChI: InChI=1S/C15H22O2/c1-9(2)11-5-6-15(4,17)14-12(8-11)10(3)7-13(14)16/h8-10,17H,5-7H2,1-4H3/t10-,15+/m1/s1
• InChI Key: FTRAYGSWEQETHN-BMIGLBTASA-N
• Popularity: 1 reference 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: 1.60
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• HY-N10588
• (3R,8S)-8-hydroxy-3,8-dimethyl-5-propan-2-yl-2,3,6,7-tetrahydroazulen-1-one
• CS-0616120

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9323	93.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5229	52.29%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9005	90.05%
P-glycoprotein inhibitior	-	0.9265	92.65%
P-glycoprotein substrate	-	0.8187	81.87%
CYP3A4 substrate	+	0.5281	52.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.9475	94.75%
CYP2C9 inhibition	-	0.6882	68.82%
CYP2C19 inhibition	-	0.6203	62.03%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.6243	62.43%
CYP2C8 inhibition	-	0.9091	90.91%
CYP inhibitory promiscuity	-	0.9171	91.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4821	48.21%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.5239	52.39%
Skin irritation	+	0.6384	63.84%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4588	45.88%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6536	65.36%
skin sensitisation	+	0.4893	48.93%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7006	70.06%
Acute Oral Toxicity (c)	III	0.6522	65.22%
Estrogen receptor binding	-	0.8596	85.96%
Androgen receptor binding	-	0.6595	65.95%
Thyroid receptor binding	+	0.6505	65.05%
Glucocorticoid receptor binding	-	0.5612	56.12%
Aromatase binding	-	0.7538	75.38%
PPAR gamma	-	0.7664	76.64%
Honey bee toxicity	-	0.8493	84.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8472	84.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.09%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.69%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.68%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.75%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.30%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.17%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.75%	100.00%

Plants that contains it

• Humulus scandens
• Kopsia flavida
• Nardostachys jatamansi
• Ribes sanguineum
• Stachys chinensis

Cross-Links

• PubChem: 5320012
• NPASS: NPC210293
• LOTUS: LTS0116860
• wikiData: Q105001236