(1S,5S,9S,11R)-5-hydroxy-11-(hydroxymethyl)-11-methyl-4,8-dimethylidenebicyclo[7.2.0]undecan-3-one

Details

• Internal ID: a797e391-ff05-4383-a590-787d22b62975
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,5S,9S,11R)-5-hydroxy-11-(hydroxymethyl)-11-methyl-4,8-dimethylidenebicyclo[7.2.0]undecan-3-one
• SMILES (Canonical): CC1(CC2C1CC(=O)C(=C)C(CCC2=C)O)CO
• SMILES (Isomeric): C[C@]1(C[C@H]2[C@@H]1CC(=O)C(=C)[C@H](CCC2=C)O)CO
• InChI: InChI=1S/C15H22O3/c1-9-4-5-13(17)10(2)14(18)6-12-11(9)7-15(12,3)8-16/h11-13,16-17H,1-2,4-8H2,3H3/t11-,12+,13+,15+/m1/s1
• InChI Key: JOPKITGVIQRWBI-OSFYFWSMSA-N
• Popularity: 0 references 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: 1.00
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6690	66.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6865	68.65%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5772	57.72%
BSEP inhibitior	-	0.9345	93.45%
P-glycoprotein inhibitior	-	0.9194	91.94%
P-glycoprotein substrate	-	0.8704	87.04%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.7066	70.66%
CYP2C9 inhibition	-	0.7939	79.39%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.7355	73.55%
CYP2C8 inhibition	-	0.7720	77.20%
CYP inhibitory promiscuity	-	0.9256	92.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.4839	48.39%
Skin irritation	-	0.6509	65.09%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5967	59.67%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5185	51.85%
skin sensitisation	-	0.7469	74.69%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5678	56.78%
Acute Oral Toxicity (c)	III	0.6371	63.71%
Estrogen receptor binding	+	0.5471	54.71%
Androgen receptor binding	-	0.5563	55.63%
Thyroid receptor binding	-	0.5568	55.68%
Glucocorticoid receptor binding	+	0.7406	74.06%
Aromatase binding	-	0.5664	56.64%
PPAR gamma	-	0.6334	63.34%
Honey bee toxicity	-	0.8562	85.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9434	94.34%

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	95.08%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.21%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.86%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.93%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.02%	93.03%
CHEMBL1977	P11473	Vitamin D receptor	82.24%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	80.78%	97.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.74%	92.94%

Plants that contains it

• Pulicaria paludosa

Cross-Links

• PubChem: 162929009
• LOTUS: LTS0250933
• wikiData: Q105132462