[(1R,2S,3S,4R,5R,6R,7S,9R)-4-acetyloxy-5-benzoyloxy-2,3-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	24b581ad-3d64-4162-a2b2-965896dd7bb0
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name	[(1R,2S,3S,4R,5R,6R,7S,9R)-4-acetyloxy-5-benzoyloxy-2,3-dihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] benzoate
SMILES (Canonical)	CC(=O)OC1C(C(C23CC(CC(C2(C1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)C(O3)(C)C)(C)O)O
SMILES (Isomeric)	CC(=O)O[C@@H]1[C@@H]([C@]([C@@]23C[C@@H](C[C@@H]([C@@]2([C@H]1OC(=O)C4=CC=CC=C4)C)OC(=O)C5=CC=CC=C5)C(O3)(C)C)(C)O)O
InChI	InChI=1S/C31H36O9/c1-18(32)37-23-24(33)30(5,36)31-17-21(28(2,3)40-31)16-22(38-26(34)19-12-8-6-9-13-19)29(31,4)25(23)39-27(35)20-14-10-7-11-15-20/h6-15,21-25,33,36H,16-17H2,1-5H3/t21-,22+,23-,24+,25+,29-,30+,31-/m1/s1
InChI Key	RDXSWFVBIRMSGY-BFAVOTKESA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₁H₃₆O₉
Molecular Weight	552.60 g/mol
Exact Mass	552.23593272 g/mol
Topological Polar Surface Area (TPSA)	129.00 Å²
XlogP	3.70
Atomic LogP (AlogP)	3.46
H-Bond Acceptor	9
H-Bond Donor	2
Rotatable Bonds	5

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9365	93.65%
Caco-2	-	0.7342	73.42%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7205	72.05%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.8164	81.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8944	89.44%
P-glycoprotein inhibitior	+	0.8581	85.81%
P-glycoprotein substrate	-	0.6809	68.09%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.8181	81.81%
CYP2C9 inhibition	-	0.8229	82.29%
CYP2C19 inhibition	-	0.7617	76.17%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.7398	73.98%
CYP2C8 inhibition	+	0.6377	63.77%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5612	56.12%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.7490	74.90%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7618	76.18%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8496	84.96%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4779	47.79%
Acute Oral Toxicity (c)	III	0.3804	38.04%
Estrogen receptor binding	+	0.7353	73.53%
Androgen receptor binding	+	0.6298	62.98%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	+	0.5893	58.93%
PPAR gamma	+	0.6786	67.86%
Honey bee toxicity	-	0.8510	85.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9940	99.40%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	95.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.78%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.05%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.85%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.02%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.88%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.82%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.11%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.66%	94.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.76%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.01%	95.50%
CHEMBL4208	P20618	Proteasome component C5	84.85%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.71%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.70%	82.69%
CHEMBL5028	O14672	ADAM10	84.11%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.78%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.49%	83.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.