[(1S,2S,5S,6S,7S,8S,9S,12R)-7-acetyloxy-6-(acetyloxymethyl)-8-benzoyloxy-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate

Details

• Internal ID: 1a3115bf-e587-4298-aeb3-925fd09d0f0b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2S,5S,6S,7S,8S,9S,12R)-7-acetyloxy-6-(acetyloxymethyl)-8-benzoyloxy-2,12-dihydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C13C(C(C(C2OC(=O)C)OC(=O)C4=CC=CC=C4)C(O3)(C)C)O)(C)O)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@H](CC[C@]([C@@]13[C@@H]([C@@H]([C@@H]([C@H]2OC(=O)C)OC(=O)C4=CC=CC=C4)C(O3)(C)C)O)(C)O)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C33H38O11/c1-19(34)40-18-32-23(42-28(37)21-12-8-6-9-13-21)16-17-31(5,39)33(32)26(36)24(30(3,4)44-33)25(27(32)41-20(2)35)43-29(38)22-14-10-7-11-15-22/h6-15,23-27,36,39H,16-18H2,1-5H3/t23-,24+,25-,26+,27+,31-,32-,33-/m0/s1
• InChI Key: IDJPGKYVMRHHNF-RPABTWNFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₁
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.24141202 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 11
• 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	+	0.9398	93.98%
Caco-2	-	0.7800	78.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7626	76.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.9220	92.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7907	79.07%
BSEP inhibitior	+	0.9103	91.03%
P-glycoprotein inhibitior	+	0.8632	86.32%
P-glycoprotein substrate	-	0.6511	65.11%
CYP3A4 substrate	+	0.6835	68.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.5741	57.41%
CYP2C9 inhibition	-	0.5770	57.70%
CYP2C19 inhibition	-	0.7550	75.50%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8189	81.89%
CYP2C8 inhibition	+	0.7937	79.37%
CYP inhibitory promiscuity	-	0.8697	86.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6623	66.23%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.6917	69.17%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8614	86.14%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5567	55.67%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5086	50.86%
Acute Oral Toxicity (c)	III	0.3706	37.06%
Estrogen receptor binding	+	0.7825	78.25%
Androgen receptor binding	+	0.6983	69.83%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	+	0.6857	68.57%
Aromatase binding	+	0.5483	54.83%
PPAR gamma	+	0.6987	69.87%
Honey bee toxicity	-	0.8278	82.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.77%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.06%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.70%	91.11%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	93.03%	91.65%
CHEMBL5028	O14672	ADAM10	88.62%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.81%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.79%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.64%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.64%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.82%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.63%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.85%	92.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.42%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.34%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.12%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.78%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.58%	85.14%

Plants that contains it

• Rzedowskia tolantonguensis

Cross-Links

• PubChem: 163042598
• LOTUS: LTS0246953
• wikiData: Q105111393