4,11-Bis(hydroxymethyl)-11-methyl-8-methylidenebicyclo[7.2.0]undecan-3-one

Details

• Internal ID: ac0d004f-6f02-4189-8bbe-2861e56b667f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4,11-bis(hydroxymethyl)-11-methyl-8-methylidenebicyclo[7.2.0]undecan-3-one
• SMILES (Canonical): CC1(CC2C1CC(=O)C(CCCC2=C)CO)CO
• SMILES (Isomeric): CC1(CC2C1CC(=O)C(CCCC2=C)CO)CO
• InChI: InChI=1S/C15H24O3/c1-10-4-3-5-11(8-16)14(18)6-13-12(10)7-15(13,2)9-17/h11-13,16-17H,1,3-9H2,2H3
• InChI Key: YFBXOWRALDUHFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.6343	63.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.7735	77.35%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5314	53.14%
BSEP inhibitior	-	0.8185	81.85%
P-glycoprotein inhibitior	-	0.8916	89.16%
P-glycoprotein substrate	-	0.8346	83.46%
CYP3A4 substrate	+	0.5893	58.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.8240	82.40%
CYP2C9 inhibition	-	0.8036	80.36%
CYP2C19 inhibition	-	0.7583	75.83%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.7251	72.51%
CYP2C8 inhibition	-	0.7930	79.30%
CYP inhibitory promiscuity	-	0.9237	92.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5407	54.07%
Eye corrosion	-	0.9702	97.02%
Eye irritation	+	0.6924	69.24%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7114	71.14%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5344	53.44%
skin sensitisation	-	0.7474	74.74%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4589	45.89%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	-	0.4944	49.44%
Androgen receptor binding	-	0.5280	52.80%
Thyroid receptor binding	-	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7084	70.84%
Aromatase binding	-	0.5707	57.07%
PPAR gamma	-	0.8081	80.81%
Honey bee toxicity	-	0.9327	93.27%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5961	59.61%
Fish aquatic toxicity	+	0.9510	95.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.49%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.35%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.75%	93.03%
CHEMBL1902	P62942	FK506-binding protein 1A	81.12%	97.05%

Plants that contains it

• Pulicaria dysenterica

Cross-Links

• PubChem: 162981322
• LOTUS: LTS0255204
• wikiData: Q105347500