Guignarderemophilane C

Details

• Internal ID: ec396b72-b193-4d41-a20d-c6b617370e01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3S,4aR,5R,6R,7R,8R)-6,7,8-trihydroxy-4a,5-dimethyl-3-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• InChI: InChI=1S/C15H22O4/c1-7(2)9-6-15(4)8(3)12(17)14(19)13(18)10(15)5-11(9)16/h5,8-9,12-14,17-19H,1,6H2,2-4H3/t8-,9-,12+,13+,14+,15+/m0/s1
• InChI Key: UUTDDCCHVKTGBI-DNGGIMRHSA-N
• Popularity: 2 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): 77.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEMBL3609682

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.6262	62.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5315	53.15%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9561	95.61%
P-glycoprotein inhibitior	-	0.9356	93.56%
P-glycoprotein substrate	-	0.7276	72.76%
CYP3A4 substrate	+	0.5547	55.47%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.6436	64.36%
CYP2C9 inhibition	-	0.7680	76.80%
CYP2C19 inhibition	-	0.8067	80.67%
CYP2D6 inhibition	-	0.8424	84.24%
CYP1A2 inhibition	-	0.6148	61.48%
CYP2C8 inhibition	-	0.9330	93.30%
CYP inhibitory promiscuity	-	0.6584	65.84%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9635	96.35%
Skin irritation	-	0.5166	51.66%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6400	64.00%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.6235	62.35%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4793	47.93%
Acute Oral Toxicity (c)	III	0.5150	51.50%
Estrogen receptor binding	-	0.6413	64.13%
Androgen receptor binding	-	0.5098	50.98%
Thyroid receptor binding	-	0.6382	63.82%
Glucocorticoid receptor binding	-	0.7257	72.57%
Aromatase binding	-	0.5334	53.34%
PPAR gamma	-	0.7786	77.86%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.73%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.93%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.67%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	85.70%	91.49%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.84%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.92%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122187758
• LOTUS: LTS0092850
• wikiData: Q77521333