Acremeremophilane I

Details

• Internal ID: e244e55d-b2ab-43e6-843e-551b39771828
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4S,4aR,6S,7R)-7-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-4,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1CC(=O)C=C2C1(CC(C(C2)O)C(=C)CO)C
• SMILES (Isomeric): C[C@H]1CC(=O)C=C2[C@@]1(C[C@H]([C@@H](C2)O)C(=C)CO)C
• InChI: InChI=1S/C15H22O3/c1-9(8-16)13-7-15(3)10(2)4-12(17)5-11(15)6-14(13)18/h5,10,13-14,16,18H,1,4,6-8H2,2-3H3/t10-,13-,14+,15+/m0/s1
• InChI Key: OKRYKYJCBYINPF-BSLXNSKLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (4S,4aR,6S,7R)-7-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-4,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• RefChem:109323
• CHEMBL4538784
• CHEBI:227429

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6640	66.40%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7742	77.42%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7644	76.44%
BSEP inhibitior	-	0.9094	90.94%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.7417	74.17%
CYP3A4 substrate	+	0.5630	56.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.6096	60.96%
CYP2C9 inhibition	-	0.8689	86.89%
CYP2C19 inhibition	-	0.8208	82.08%
CYP2D6 inhibition	-	0.9075	90.75%
CYP1A2 inhibition	-	0.8762	87.62%
CYP2C8 inhibition	-	0.9017	90.17%
CYP inhibitory promiscuity	-	0.8054	80.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9013	90.13%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8470	84.70%
Skin irritation	-	0.6774	67.74%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.7437	74.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	-	0.7342	73.42%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5427	54.27%
Acute Oral Toxicity (c)	III	0.7167	71.67%
Estrogen receptor binding	-	0.7450	74.50%
Androgen receptor binding	+	0.5578	55.78%
Thyroid receptor binding	-	0.5783	57.83%
Glucocorticoid receptor binding	+	0.6538	65.38%
Aromatase binding	+	0.6681	66.81%
PPAR gamma	-	0.7176	71.76%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.38%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.81%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.32%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.21%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	85.20%	91.49%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.83%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.23%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132520163
• LOTUS: LTS0112779
• wikiData: Q105193722