3-Hydroxy-11-(hydroxymethyl)-2,6,11,14-tetramethyltetracyclo[7.6.0.01,6.010,14]pentadecan-5-one

Details

• Internal ID: 3715f3c5-c72b-4e7b-b9ff-c74a5f500402
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-hydroxy-11-(hydroxymethyl)-2,6,11,14-tetramethyltetracyclo[7.6.0.01,6.010,14]pentadecan-5-one
• SMILES (Canonical): CC1C(CC(=O)C2(C13CC4(CCC(C4C3CC2)(C)CO)C)C)O
• SMILES (Isomeric): CC1C(CC(=O)C2(C13CC4(CCC(C4C3CC2)(C)CO)C)C)O
• InChI: InChI=1S/C20H32O3/c1-12-14(22)9-15(23)19(4)6-5-13-16-17(2,10-20(12,13)19)7-8-18(16,3)11-21/h12-14,16,21-22H,5-11H2,1-4H3
• InChI Key: OSAXTPCZBXLUPQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.18
• 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	+	0.9950	99.50%
Caco-2	+	0.7755	77.55%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6906	69.06%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5684	56.84%
BSEP inhibitior	-	0.6663	66.63%
P-glycoprotein inhibitior	-	0.8316	83.16%
P-glycoprotein substrate	-	0.7170	71.70%
CYP3A4 substrate	+	0.6204	62.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7673	76.73%
CYP3A4 inhibition	-	0.8308	83.08%
CYP2C9 inhibition	-	0.7045	70.45%
CYP2C19 inhibition	-	0.9241	92.41%
CYP2D6 inhibition	-	0.9672	96.72%
CYP1A2 inhibition	-	0.6511	65.11%
CYP2C8 inhibition	-	0.8438	84.38%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6430	64.30%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9504	95.04%
Skin irritation	-	0.5677	56.77%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5520	55.20%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5665	56.65%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6933	69.33%
Acute Oral Toxicity (c)	III	0.6663	66.63%
Estrogen receptor binding	+	0.8913	89.13%
Androgen receptor binding	+	0.6969	69.69%
Thyroid receptor binding	+	0.7287	72.87%
Glucocorticoid receptor binding	+	0.7354	73.54%
Aromatase binding	+	0.7072	70.72%
PPAR gamma	-	0.6015	60.15%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8529	85.29%

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	97.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.59%	93.03%
CHEMBL299	P17252	Protein kinase C alpha	87.38%	98.03%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.15%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.21%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.24%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.18%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.31%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.13%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163063397
• LOTUS: LTS0218925
• wikiData: Q104193691