diphenyl (1S,2R,4S,5R,6R,7R,8R,9R,12R)-12-acetyloxy-5-benzoyloxy-4-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecane-7,8-dicarboxylate

Details

• Internal ID: cf9bdae1-72af-4905-af34-32c2d31090ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: diphenyl (1S,2R,4S,5R,6R,7R,8R,9R,12R)-12-acetyloxy-5-benzoyloxy-4-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecane-7,8-dicarboxylate
• SMILES (Canonical): CC1CC(C(C2(C13C(C(C(C2C(=O)OC4=CC=CC=C4)C(=O)OC5=CC=CC=C5)C(O3)(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]([C@@]2([C@]13[C@@H]([C@@H]([C@H]([C@H]2C(=O)OC4=CC=CC=C4)C(=O)OC5=CC=CC=C5)C(O3)(C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)O
• InChI: InChI=1S/C38H40O10/c1-22-21-27(40)31(47-33(41)24-15-9-6-10-16-24)37(5)30(35(43)46-26-19-13-8-14-20-26)28(34(42)45-25-17-11-7-12-18-25)29-32(44-23(2)39)38(22,37)48-36(29,3)4/h6-20,22,27-32,40H,21H2,1-5H3/t22-,27+,28-,29-,30+,31+,32-,37-,38-/m1/s1
• InChI Key: LJHPXWBIYHMNIM-GXEJTTBMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₀O₁₀
• Molecular Weight: 656.70 g/mol
• Exact Mass: 656.26214747 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.7938	79.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5800	58.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.8217	82.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9239	92.39%
P-glycoprotein inhibitior	+	0.9068	90.68%
P-glycoprotein substrate	-	0.5694	56.94%
CYP3A4 substrate	+	0.6551	65.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.6005	60.05%
CYP2C9 inhibition	-	0.7689	76.89%
CYP2C19 inhibition	-	0.8477	84.77%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.7661	76.61%
CYP2C8 inhibition	+	0.6298	62.98%
CYP inhibitory promiscuity	-	0.9057	90.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.3821	38.21%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7636	76.36%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7826	78.26%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.7915	79.15%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7905	79.05%
Acute Oral Toxicity (c)	III	0.4335	43.35%
Estrogen receptor binding	+	0.7954	79.54%
Androgen receptor binding	+	0.7206	72.06%
Thyroid receptor binding	+	0.6250	62.50%
Glucocorticoid receptor binding	+	0.7648	76.48%
Aromatase binding	+	0.5780	57.80%
PPAR gamma	+	0.7252	72.52%
Honey bee toxicity	-	0.6120	61.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9863	98.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.52%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.31%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.95%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	89.57%	97.79%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.40%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.36%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.63%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	84.46%	91.19%
CHEMBL5028	O14672	ADAM10	84.42%	97.50%
CHEMBL4208	P20618	Proteasome component C5	84.40%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.17%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.57%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.45%	97.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.75%	87.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.50%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.14%	94.08%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 101589349
• LOTUS: LTS0137170
• wikiData: Q105152580