(5,8,12-Triacetyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl) benzoate

Details

• Internal ID: 9e3fd1a5-0d44-4ffb-85bb-9e96b2470cf4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: (5,8,12-triacetyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl) benzoate
• SMILES (Canonical): CC1CCC(C2(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)C)OC(=O)C
• SMILES (Isomeric): CC1CCC(C2(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)C)OC(=O)C
• InChI: InChI=1S/C28H36O9/c1-15-13-14-20(33-16(2)29)27(7)24(36-25(32)19-11-9-8-10-12-19)22(34-17(3)30)21-23(35-18(4)31)28(15,27)37-26(21,5)6/h8-12,15,20-24H,13-14H2,1-7H3
• InChI Key: ZFYHVMQCJIKTLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₉
• Molecular Weight: 516.60 g/mol
• Exact Mass: 516.23593272 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.5992	59.92%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6147	61.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8471	84.71%
P-glycoprotein inhibitior	+	0.9002	90.02%
P-glycoprotein substrate	-	0.7763	77.63%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.5769	57.69%
CYP2C9 inhibition	-	0.7428	74.28%
CYP2C19 inhibition	-	0.7076	70.76%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.7042	70.42%
CYP2C8 inhibition	+	0.5957	59.57%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6702	67.02%
Skin corrosion	-	0.7352	73.52%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7850	78.50%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6600	66.00%
Acute Oral Toxicity (c)	III	0.5291	52.91%
Estrogen receptor binding	+	0.8545	85.45%
Androgen receptor binding	+	0.5698	56.98%
Thyroid receptor binding	+	0.6584	65.84%
Glucocorticoid receptor binding	+	0.7246	72.46%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.7284	72.84%
Honey bee toxicity	-	0.8873	88.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9812	98.12%

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	96.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.04%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.76%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.88%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.85%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	86.67%	91.19%
CHEMBL5028	O14672	ADAM10	85.72%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%

Plants that contains it

• Celastrus gemmata
• Celastrus orbiculatus

Cross-Links

• PubChem: 14800609
• LOTUS: LTS0041632
• wikiData: Q105374914