[(1S,2R,5S,6S,7R,8R,9R,12R)-5,8-diacetyloxy-7-(furan-2-carbonyloxy)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] furan-2-carboxylate

Details

• Internal ID: 82a312a8-bafc-4a09-bb2a-5998f9fa347f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,5S,6S,7R,8R,9R,12R)-5,8-diacetyloxy-7-(furan-2-carbonyloxy)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-12-yl] furan-2-carboxylate
• InChI: InChI=1S/C29H34O11/c1-15-11-12-20(36-16(2)30)28(6)24(39-26(33)19-10-8-14-35-19)22(37-17(3)31)21-23(29(15,28)40-27(21,4)5)38-25(32)18-9-7-13-34-18/h7-10,13-15,20-24H,11-12H2,1-6H3/t15-,20+,21-,22-,23-,24+,28+,29-/m1/s1
• InChI Key: MSYVANBPYSRLJX-QFRBWOKISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₁
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.21011190 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	-	0.6974	69.74%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6555	65.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9054	90.54%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9138	91.38%
P-glycoprotein inhibitior	+	0.8701	87.01%
P-glycoprotein substrate	-	0.7315	73.15%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	-	0.5805	58.05%
CYP2C9 inhibition	-	0.8064	80.64%
CYP2C19 inhibition	-	0.7611	76.11%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.7745	77.45%
CYP2C8 inhibition	+	0.4877	48.77%
CYP inhibitory promiscuity	-	0.8962	89.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4609	46.09%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.7095	70.95%
Skin corrosion	-	0.7648	76.48%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8374	83.74%
Micronuclear	-	0.7526	75.26%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8122	81.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6393	63.93%
Acute Oral Toxicity (c)	III	0.5451	54.51%
Estrogen receptor binding	+	0.8289	82.89%
Androgen receptor binding	+	0.6191	61.91%
Thyroid receptor binding	+	0.6328	63.28%
Glucocorticoid receptor binding	+	0.7835	78.35%
Aromatase binding	+	0.6669	66.69%
PPAR gamma	+	0.7595	75.95%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5050	50.50%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.77%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.66%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.48%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.48%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.25%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.57%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

• Celastrus orbiculatus

Cross-Links

• PubChem: 10984540
• NPASS: NPC246841
• ChEMBL: CHEMBL509844