Nardoguaianone A

Details

• Internal ID: de7adf46-a023-473c-a612-6e90ce6b328f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,5R,7S,8R)-7-hydroxy-1,5-dimethyl-8-propan-2-yl-9,10-dioxatricyclo[6.2.2.02,6]dodec-2(6)-en-3-one
• SMILES (Canonical): CC1CC(=O)C2=C1C(C3(CCC2(OO3)C)C(C)C)O
• SMILES (Isomeric): C[C@@H]1CC(=O)C2=C1[C@@H]([C@@]3(CC[C@]2(OO3)C)C(C)C)O
• InChI: InChI=1S/C15H22O4/c1-8(2)15-6-5-14(4,18-19-15)12-10(16)7-9(3)11(12)13(15)17/h8-9,13,17H,5-7H2,1-4H3/t9-,13+,14-,15-/m1/s1
• InChI Key: BDBRZURCDWHOCK-KYQLBWAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	+	0.8207	82.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.8782	87.82%
P-glycoprotein inhibitior	-	0.8600	86.00%
P-glycoprotein substrate	-	0.7836	78.36%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.8699	86.99%
CYP2C9 inhibition	-	0.7851	78.51%
CYP2C19 inhibition	-	0.7864	78.64%
CYP2D6 inhibition	-	0.9218	92.18%
CYP1A2 inhibition	-	0.5066	50.66%
CYP2C8 inhibition	-	0.9460	94.60%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5795	57.95%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.7639	76.39%
Skin irritation	-	0.5310	53.10%
Skin corrosion	-	0.8911	89.11%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7227	72.27%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7408	74.08%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6832	68.32%
Acute Oral Toxicity (c)	III	0.4217	42.17%
Estrogen receptor binding	-	0.6068	60.68%
Androgen receptor binding	-	0.5275	52.75%
Thyroid receptor binding	+	0.5851	58.51%
Glucocorticoid receptor binding	-	0.5255	52.55%
Aromatase binding	-	0.6301	63.01%
PPAR gamma	-	0.7115	71.15%
Honey bee toxicity	-	0.8724	87.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9118	91.18%

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	94.43%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.33%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.57%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.48%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.63%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.18%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.28%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

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

Cross-Links

• PubChem: 10445631
• NPASS: NPC48831
• LOTUS: LTS0263360
• wikiData: Q104923791