[(9S)-6-(hydroxymethyl)-9-(2-hydroxypropan-2-yl)-2-methylidenecyclodecyl] acetate

Details

• Internal ID: eb36fbaf-b00a-4721-ab2c-39ae6247ea13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(9S)-6-(hydroxymethyl)-9-(2-hydroxypropan-2-yl)-2-methylidenecyclodecyl] acetate
• SMILES (Canonical): CC(=O)OC1CC(CCC(CCCC1=C)CO)C(C)(C)O
• SMILES (Isomeric): CC(=O)OC1C[C@H](CCC(CCCC1=C)CO)C(C)(C)O
• InChI: InChI=1S/C17H30O4/c1-12-6-5-7-14(11-18)8-9-15(17(3,4)20)10-16(12)21-13(2)19/h14-16,18,20H,1,5-11H2,2-4H3/t14?,15-,16?/m0/s1
• InChI Key: UDIIUGFJZWJUKQ-PCKAHOCUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₀O₄
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.5502	55.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9000	90.00%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.8465	84.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5119	51.19%
BSEP inhibitior	-	0.8172	81.72%
P-glycoprotein inhibitior	-	0.8483	84.83%
P-glycoprotein substrate	-	0.7002	70.02%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.7264	72.64%
CYP2C9 inhibition	-	0.7429	74.29%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.8959	89.59%
CYP1A2 inhibition	-	0.7129	71.29%
CYP2C8 inhibition	-	0.5571	55.71%
CYP inhibitory promiscuity	-	0.8418	84.18%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.7047	70.47%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8312	83.12%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.9776	97.76%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4107	41.07%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6511	65.11%
skin sensitisation	-	0.6516	65.16%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4863	48.63%
Acute Oral Toxicity (c)	III	0.7384	73.84%
Estrogen receptor binding	-	0.5710	57.10%
Androgen receptor binding	-	0.8315	83.15%
Thyroid receptor binding	+	0.5672	56.72%
Glucocorticoid receptor binding	+	0.7097	70.97%
Aromatase binding	-	0.7059	70.59%
PPAR gamma	-	0.5685	56.85%
Honey bee toxicity	-	0.8504	85.04%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	98.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.00%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	86.37%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.96%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.23%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.64%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.13%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.25%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.97%	100.00%

Plants that contains it

• Trichilia claussenii

Cross-Links

• PubChem: 162820496
• LOTUS: LTS0248889
• wikiData: Q105270376