Guignarderemophilane A

Details

• Internal ID: 5c2db8af-f6b6-4c33-af19-af8beb7fd145
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: [(1R,2R,3S,8aS)-3,7-dihydroxy-1,8a-dimethyl-6-oxo-1,2,3,4-tetrahydronaphthalen-2-yl] acetate
• SMILES (Canonical): CC1C(C(CC2=CC(=O)C(=CC12C)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@H](CC2=CC(=O)C(=C[C@]12C)O)O)OC(=O)C
• InChI: InChI=1S/C14H18O5/c1-7-13(19-8(2)15)11(17)5-9-4-10(16)12(18)6-14(7,9)3/h4,6-7,11,13,17-18H,5H2,1-3H3/t7-,11-,13+,14+/m0/s1
• InChI Key: AFFMEDQFAMVRQH-FUVDCDGWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL3609680

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	-	0.5674	56.74%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7750	77.50%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8616	86.16%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9086	90.86%
P-glycoprotein inhibitior	-	0.9299	92.99%
P-glycoprotein substrate	-	0.7343	73.43%
CYP3A4 substrate	+	0.6268	62.68%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.8239	82.39%
CYP2C9 inhibition	-	0.9312	93.12%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.8916	89.16%
CYP1A2 inhibition	-	0.8899	88.99%
CYP2C8 inhibition	-	0.9077	90.77%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5324	53.24%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9099	90.99%
Skin irritation	+	0.5239	52.39%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6054	60.54%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5138	51.38%
skin sensitisation	-	0.5735	57.35%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5586	55.86%
Acute Oral Toxicity (c)	III	0.6162	61.62%
Estrogen receptor binding	-	0.5599	55.99%
Androgen receptor binding	+	0.6036	60.36%
Thyroid receptor binding	-	0.5805	58.05%
Glucocorticoid receptor binding	-	0.6944	69.44%
Aromatase binding	-	0.8005	80.05%
PPAR gamma	-	0.8107	81.07%
Honey bee toxicity	-	0.8279	82.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9709	97.09%

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	97.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.92%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.38%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	88.25%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.02%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.78%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.02%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122187756
• LOTUS: LTS0020733
• wikiData: Q77479187