Guignardone S

Details

• Internal ID: 1108815b-fbbe-49f2-bcfd-3a9e2dea9a8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (3aR,5S,7S,9aS)-5-hydroxy-7-methoxy-3a-methyl-1-propan-2-ylidene-3,5,6,7,9,9a-hexahydro-2H-cyclopenta[b]chromen-8-one
• InChI: InChI=1S/C17H24O4/c1-9(2)10-5-6-17(3)12(10)7-11-15(19)14(20-4)8-13(18)16(11)21-17/h12-14,18H,5-8H2,1-4H3/t12-,13-,14-,17+/m0/s1
• InChI Key: RBASAPJSIRHPNL-AYMQEEERSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL4520242

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.7963	79.63%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6564	65.64%
BSEP inhibitior	-	0.8236	82.36%
P-glycoprotein inhibitior	-	0.7626	76.26%
P-glycoprotein substrate	-	0.8040	80.40%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.7410	74.10%
CYP2C9 inhibition	-	0.8475	84.75%
CYP2C19 inhibition	-	0.7985	79.85%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.6272	62.72%
CYP2C8 inhibition	-	0.7627	76.27%
CYP inhibitory promiscuity	-	0.9133	91.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.6398	63.98%
Skin irritation	+	0.5476	54.76%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5748	57.48%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7573	75.73%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7678	76.78%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.6083	60.83%
Androgen receptor binding	+	0.6094	60.94%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.7353	73.53%
Aromatase binding	-	0.6991	69.91%
PPAR gamma	+	0.5361	53.61%
Honey bee toxicity	-	0.6367	63.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9317	93.17%

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	98.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.46%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.41%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.55%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.70%	92.94%
CHEMBL299	P17252	Protein kinase C alpha	82.33%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.24%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.15%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132522954
• LOTUS: LTS0144598
• wikiData: Q77519545