[(1S,3S,5S)-5-hydroxy-3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,2-dimethyl-4-methylidenecyclohexyl] acetate

Details

• Internal ID: bd17bd60-fce3-42ce-8115-a172c701a962
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3S,5S)-5-hydroxy-3-[(3S)-3-hydroxy-3-methylpent-4-enyl]-2,2-dimethyl-4-methylidenecyclohexyl] acetate
• InChI: InChI=1S/C17H28O4/c1-7-17(6,20)9-8-13-11(2)14(19)10-15(16(13,4)5)21-12(3)18/h7,13-15,19-20H,1-2,8-10H2,3-6H3/t13-,14+,15+,17-/m1/s1
• InChI Key: IEFQENJUWFALNC-WBTNSWJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₄
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.7154	71.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8222	82.22%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.8072	80.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7652	76.52%
P-glycoprotein inhibitior	-	0.8181	81.81%
P-glycoprotein substrate	-	0.6979	69.79%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.8046	80.46%
CYP2C9 inhibition	-	0.7161	71.61%
CYP2C19 inhibition	-	0.7103	71.03%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.8638	86.38%
CYP2C8 inhibition	-	0.6087	60.87%
CYP inhibitory promiscuity	-	0.9051	90.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8486	84.86%
Carcinogenicity (trinary)	Non-required	0.6477	64.77%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9536	95.36%
Skin irritation	+	0.5224	52.24%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5053	50.53%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	+	0.5282	52.82%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5725	57.25%
Acute Oral Toxicity (c)	I	0.3828	38.28%
Estrogen receptor binding	+	0.6364	63.64%
Androgen receptor binding	-	0.6106	61.06%
Thyroid receptor binding	+	0.5614	56.14%
Glucocorticoid receptor binding	+	0.7659	76.59%
Aromatase binding	-	0.4931	49.31%
PPAR gamma	-	0.5478	54.78%
Honey bee toxicity	-	0.6531	65.31%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9905	99.05%

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	95.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.24%	96.95%
CHEMBL2996	Q05655	Protein kinase C delta	90.36%	97.79%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.73%	90.93%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.13%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	85.85%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.30%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.50%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.35%	100.00%

Plants that contains it

• Artemisia chamaemelifolia

Cross-Links

• PubChem: 11781441
• LOTUS: LTS0038996
• wikiData: Q105111739