[4-Acetyloxy-8-hydroxy-12-(3-hydroxy-3-methylpent-4-enyl)-5,5,9-trimethyl-10-oxatricyclo[7.2.1.01,6]dodecan-3-yl] 2-methylbut-2-enoate

Details

• Internal ID: caeb338d-586c-4805-b03e-ae71e259ca79
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [4-acetyloxy-8-hydroxy-12-(3-hydroxy-3-methylpent-4-enyl)-5,5,9-trimethyl-10-oxatricyclo[7.2.1.01,6]dodecan-3-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC23COC(C2CCC(C)(C=C)O)(C(CC3C(C1OC(=O)C)(C)C)O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC23COC(C2CCC(C)(C=C)O)(C(CC3C(C1OC(=O)C)(C)C)O)C
• InChI: InChI=1S/C27H42O7/c1-9-16(3)23(30)34-18-14-27-15-32-26(8,19(27)11-12-25(7,31)10-2)21(29)13-20(27)24(5,6)22(18)33-17(4)28/h9-10,18-22,29,31H,2,11-15H2,1,3-8H3
• InChI Key: GCLQXUMZGLUCEL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₇
• Molecular Weight: 478.60 g/mol
• Exact Mass: 478.29305367 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.6193	61.93%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8342	83.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9202	92.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5939	59.39%
BSEP inhibitior	+	0.9577	95.77%
P-glycoprotein inhibitior	+	0.6207	62.07%
P-glycoprotein substrate	-	0.5067	50.67%
CYP3A4 substrate	+	0.6895	68.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8954	89.54%
CYP3A4 inhibition	+	0.5373	53.73%
CYP2C9 inhibition	-	0.5450	54.50%
CYP2C19 inhibition	-	0.7950	79.50%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.8070	80.70%
CYP2C8 inhibition	+	0.5296	52.96%
CYP inhibitory promiscuity	-	0.8122	81.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9266	92.66%
Skin irritation	+	0.5381	53.81%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7973	79.73%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6924	69.24%
skin sensitisation	-	0.8601	86.01%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5504	55.04%
Acute Oral Toxicity (c)	III	0.5618	56.18%
Estrogen receptor binding	+	0.8333	83.33%
Androgen receptor binding	+	0.5800	58.00%
Thyroid receptor binding	+	0.5201	52.01%
Glucocorticoid receptor binding	+	0.7494	74.94%
Aromatase binding	+	0.7373	73.73%
PPAR gamma	+	0.7081	70.81%
Honey bee toxicity	-	0.5089	50.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.17%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.94%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.79%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.12%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.01%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.15%	90.93%
CHEMBL340	P08684	Cytochrome P450 3A4	88.60%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.22%	97.21%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.50%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.96%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	84.85%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.74%	93.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.07%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.94%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.80%	96.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.32%	89.50%
CHEMBL2581	P07339	Cathepsin D	81.65%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.56%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.09%	97.28%
CHEMBL221	P23219	Cyclooxygenase-1	80.97%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.38%	99.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.26%	80.00%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	80.22%	81.29%

Plants that contains it

• Waitzia acuminata

Cross-Links

• PubChem: 163034485
• LOTUS: LTS0156909
• wikiData: Q105006340