Guignardone C

Details

• Internal ID: aab3c984-30b3-45e6-8c42-0695768c2124
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,4R,7R,8S,12S)-1-hydroxy-4-methyl-7-prop-1-en-2-yl-3,13-dioxatetracyclo[10.2.1.02,10.04,8]pentadec-2(10)-en-11-one
• InChI: InChI=1S/C17H22O4/c1-9(2)10-4-5-16(3)12(10)6-11-14(18)13-7-17(19,8-20-13)15(11)21-16/h10,12-13,19H,1,4-8H2,2-3H3/t10-,12-,13-,16+,17+/m0/s1
• InChI Key: DJBBHFCWBSNKEG-AWKHGQQRSA-N
• Popularity: 4 references 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: 1.60
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL3609687

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.7416	74.16%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7102	71.02%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5099	50.99%
BSEP inhibitior	-	0.8688	86.88%
P-glycoprotein inhibitior	-	0.8692	86.92%
P-glycoprotein substrate	-	0.7464	74.64%
CYP3A4 substrate	+	0.6159	61.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8913	89.13%
CYP2C9 inhibition	-	0.8900	89.00%
CYP2C19 inhibition	-	0.8857	88.57%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	-	0.7514	75.14%
CYP2C8 inhibition	-	0.7009	70.09%
CYP inhibitory promiscuity	-	0.9529	95.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5552	55.52%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.7564	75.64%
Skin irritation	-	0.5304	53.04%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6096	60.96%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5749	57.49%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7760	77.60%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.7129	71.29%
Androgen receptor binding	+	0.5217	52.17%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.8047	80.47%
Aromatase binding	-	0.5379	53.79%
PPAR gamma	+	0.5373	53.73%
Honey bee toxicity	-	0.8513	85.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9559	95.59%

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	96.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.33%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.58%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.11%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.25%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.64%	80.96%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.75%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 50905844
• LOTUS: LTS0035924
• wikiData: Q104981908