Guignardone Q

Details

• Internal ID: 64f1b908-b201-46c7-8334-b4402017d4cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (1S,4R,8S,12R)-12-hydroxy-4-methyl-7-propan-2-ylidene-3,14-dioxatetracyclo[10.2.1.02,10.04,8]pentadec-2(10)-en-11-one
• SMILES (Canonical): CC(=C1CCC2(C1CC3=C(O2)C4CC(C3=O)(CO4)O)C)C
• SMILES (Isomeric): CC(=C1CC[C@@]2([C@H]1CC3=C(O2)[C@@H]4C[C@](C3=O)(CO4)O)C)C
• InChI: InChI=1S/C17H22O4/c1-9(2)10-4-5-16(3)12(10)6-11-14(21-16)13-7-17(19,8-20-13)15(11)18/h12-13,19H,4-8H2,1-3H3/t12-,13-,16+,17+/m0/s1
• InChI Key: XJTFQYOAMSEGKF-WRFANHODSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL4580462

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7294	72.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7970	79.70%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9839	98.39%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5936	59.36%
BSEP inhibitior	-	0.7661	76.61%
P-glycoprotein inhibitior	-	0.8345	83.45%
P-glycoprotein substrate	-	0.7338	73.38%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8980	89.80%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.8975	89.75%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.7671	76.71%
CYP2C8 inhibition	-	0.7943	79.43%
CYP inhibitory promiscuity	-	0.9495	94.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4819	48.19%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.7043	70.43%
Skin irritation	+	0.5326	53.26%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4151	41.51%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.7045	70.45%
skin sensitisation	-	0.8339	83.39%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7778	77.78%
Acute Oral Toxicity (c)	III	0.6383	63.83%
Estrogen receptor binding	+	0.7282	72.82%
Androgen receptor binding	+	0.5994	59.94%
Thyroid receptor binding	+	0.5186	51.86%
Glucocorticoid receptor binding	+	0.7583	75.83%
Aromatase binding	-	0.6144	61.44%
PPAR gamma	-	0.5054	50.54%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9588	95.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.62%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.31%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.99%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.86%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.87%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.78%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.61%	89.05%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.54%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.78%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.42%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132522953
• LOTUS: LTS0163598
• wikiData: Q77425189