[(1S,2S,4S,5R,6R,7S,9R,12R)-4-(furan-3-carbonyloxy)-2,12-dihydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-5-[(2R)-2-methylbutanoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate

Details

• Internal ID: bae04da6-ce6a-4c68-ba90-9ccc78c18d41
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2S,4S,5R,6R,7S,9R,12R)-4-(furan-3-carbonyloxy)-2,12-dihydroxy-6-(hydroxymethyl)-2,10,10-trimethyl-5-[(2R)-2-methylbutanoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OC1C(CC(C23C1(C(CC(C2O)C(O3)(C)C)OC(=O)C4=COC=C4)CO)(C)O)OC(=O)C5=COC=C5
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@H](C[C@]([C@]23[C@@]1([C@H](C[C@H]([C@H]2O)C(O3)(C)C)OC(=O)C4=COC=C4)CO)(C)O)OC(=O)C5=COC=C5
• InChI: InChI=1S/C30H38O12/c1-6-16(2)24(33)41-23-20(39-25(34)17-7-9-37-13-17)12-28(5,36)30-22(32)19(27(3,4)42-30)11-21(29(23,30)15-31)40-26(35)18-8-10-38-14-18/h7-10,13-14,16,19-23,31-32,36H,6,11-12,15H2,1-5H3/t16-,19-,20+,21+,22-,23+,28+,29-,30+/m1/s1
• InChI Key: IAJAYHCPPCUQRE-UUNXEDPESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₁₂
• Molecular Weight: 590.60 g/mol
• Exact Mass: 590.23632664 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	-	0.8067	80.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6379	63.79%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7864	78.64%
BSEP inhibitior	+	0.9051	90.51%
P-glycoprotein inhibitior	+	0.7644	76.44%
P-glycoprotein substrate	+	0.5782	57.82%
CYP3A4 substrate	+	0.6964	69.64%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	+	0.6408	64.08%
CYP2C9 inhibition	-	0.7174	71.74%
CYP2C19 inhibition	-	0.8345	83.45%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.8807	88.07%
CYP2C8 inhibition	+	0.6731	67.31%
CYP inhibitory promiscuity	-	0.8226	82.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5844	58.44%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.7178	71.78%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8470	84.70%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5544	55.44%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8525	85.25%
Acute Oral Toxicity (c)	III	0.4225	42.25%
Estrogen receptor binding	+	0.7960	79.60%
Androgen receptor binding	+	0.7213	72.13%
Thyroid receptor binding	+	0.5966	59.66%
Glucocorticoid receptor binding	+	0.7397	73.97%
Aromatase binding	+	0.7131	71.31%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.8177	81.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.29%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.77%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.33%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.45%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.16%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	92.12%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.78%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.27%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.54%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.53%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.36%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.39%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Euonymus europaeus

Cross-Links

• PubChem: 163189016
• LOTUS: LTS0078776
• wikiData: Q105036128