[(1S,2S,5S,6S,7S,9R,12R)-5,12-diacetyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 8342fef7-4d0e-4609-b44e-0c8defbb4969
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2S,5S,6S,7S,9R,12R)-5,12-diacetyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=O)OC1CCC(C23C1(C(CC(C2OC(=O)C)C(O3)(C)C)OC(=O)C=CC4=CC=CC=C4)C)(C)O
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@]([C@]23[C@@]1([C@H](C[C@H]([C@H]2OC(=O)C)C(O3)(C)C)OC(=O)/C=C/C4=CC=CC=C4)C)(C)O
• InChI: InChI=1S/C28H36O8/c1-17(29)33-21-14-15-26(5,32)28-24(34-18(2)30)20(25(3,4)36-28)16-22(27(21,28)6)35-23(31)13-12-19-10-8-7-9-11-19/h7-13,20-22,24,32H,14-16H2,1-6H3/b13-12+/t20-,21+,22+,24-,26+,27+,28+/m1/s1
• InChI Key: ZAUPTTZZVNERLD-LDYNQCTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₈
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.24101810 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	-	0.6834	68.34%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6859	68.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	-	0.4303	43.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9669	96.69%
P-glycoprotein inhibitior	+	0.8209	82.09%
P-glycoprotein substrate	-	0.7292	72.92%
CYP3A4 substrate	+	0.6814	68.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	+	0.5585	55.85%
CYP2C9 inhibition	-	0.7607	76.07%
CYP2C19 inhibition	-	0.7379	73.79%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.7048	70.48%
CYP2C8 inhibition	+	0.8282	82.82%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5367	53.67%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.5782	57.82%
Skin corrosion	-	0.8710	87.10%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8224	82.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6041	60.41%
skin sensitisation	-	0.8068	80.68%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6005	60.05%
Acute Oral Toxicity (c)	III	0.3309	33.09%
Estrogen receptor binding	+	0.8533	85.33%
Androgen receptor binding	+	0.7107	71.07%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.7470	74.70%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	+	0.7507	75.07%
Honey bee toxicity	-	0.8220	82.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9919	99.19%

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	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.21%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.37%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.06%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.56%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.67%	85.14%
CHEMBL5028	O14672	ADAM10	87.58%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.38%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.23%	94.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.84%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.39%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.35%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.79%	89.44%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.66%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.06%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.98%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

• Lydenburgia cassinoides

Cross-Links

• PubChem: 163186095
• LOTUS: LTS0091793
• wikiData: Q105181406