[8-Acetyloxy-4,7,12,13-tetrahydroxy-2-(2-hydroxypropan-2-yl)-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-10-yl] acetate

Details

• Internal ID: 8d4a35ad-e58c-4b54-92f3-27c6ff980f59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [8-acetyloxy-4,7,12,13-tetrahydroxy-2-(2-hydroxypropan-2-yl)-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-10-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1O)C(C)(C)O)OC4)O)O)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1O)C(C)(C)O)OC4)O)O)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C24H36O10/c1-10-13(27)8-23(21(4,5)30)16(10)17(29)19(34-12(3)26)22(6)15(33-11(2)25)7-14(28)24(31)9-32-20(23)18(22)24/h13-15,17-20,27-31H,7-9H2,1-6H3
• InChI Key: AXWSTTJPXBNLDQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₁₀
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.23084734 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.7020	70.20%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8412	84.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5162	51.62%
P-glycoprotein inhibitior	-	0.5488	54.88%
P-glycoprotein substrate	-	0.5060	50.60%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	-	0.6655	66.55%
CYP2C19 inhibition	-	0.8117	81.17%
CYP2D6 inhibition	-	0.9357	93.57%
CYP1A2 inhibition	-	0.7051	70.51%
CYP2C8 inhibition	+	0.5238	52.38%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5591	55.91%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8876	88.76%
Skin irritation	-	0.6021	60.21%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5249	52.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8300	83.00%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7176	71.76%
Acute Oral Toxicity (c)	III	0.3989	39.89%
Estrogen receptor binding	+	0.7953	79.53%
Androgen receptor binding	+	0.6580	65.80%
Thyroid receptor binding	+	0.5605	56.05%
Glucocorticoid receptor binding	+	0.6283	62.83%
Aromatase binding	+	0.7159	71.59%
PPAR gamma	+	0.6306	63.06%
Honey bee toxicity	-	0.6677	66.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	96.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.06%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.47%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.00%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.46%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.31%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.24%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.68%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.64%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.20%	90.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.55%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.45%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.39%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.50%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	83.32%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.18%	96.77%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.74%	97.47%
CHEMBL2996	Q05655	Protein kinase C delta	81.56%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.50%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.77%	97.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.26%	98.75%

Plants that contains it

• Taxus mairei

Cross-Links

• PubChem: 73078584
• LOTUS: LTS0157410
• wikiData: Q104920864