[(1S,2R,4S,5R,6R,7S,9R)-5-acetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] butanoate

Details

• Internal ID: c51a3e3c-fc6b-421e-97fe-9dbe948b41e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(1S,2R,4S,5R,6R,7S,9R)-5-acetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] butanoate
• SMILES (Canonical): CCCC(=O)OC1CC(C23CC(CC(C2(C1OC(=O)C)C)OC(=O)C=CC4=CC=CC=C4)C(O3)(C)C)C
• SMILES (Isomeric): CCCC(=O)O[C@H]1C[C@H]([C@@]23C[C@@H](C[C@@H]([C@@]2([C@H]1OC(=O)C)C)OC(=O)/C=C/C4=CC=CC=C4)C(O3)(C)C)C
• InChI: InChI=1S/C30H40O7/c1-7-11-25(32)35-23-16-19(2)30-18-22(28(4,5)37-30)17-24(29(30,6)27(23)34-20(3)31)36-26(33)15-14-21-12-9-8-10-13-21/h8-10,12-15,19,22-24,27H,7,11,16-18H2,1-6H3/b15-14+/t19-,22-,23+,24+,27+,29-,30+/m1/s1
• InChI Key: YFCOEIASYDIBSD-YFHBWIEXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₇
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.27740361 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.26
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.6705	67.05%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5429	54.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8466	84.66%
OATP1B3 inhibitior	-	0.2474	24.74%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9834	98.34%
P-glycoprotein inhibitior	+	0.8715	87.15%
P-glycoprotein substrate	+	0.5403	54.03%
CYP3A4 substrate	+	0.6702	67.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	+	0.5655	56.55%
CYP2C9 inhibition	-	0.6979	69.79%
CYP2C19 inhibition	+	0.5207	52.07%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.7542	75.42%
CYP2C8 inhibition	+	0.8091	80.91%
CYP inhibitory promiscuity	-	0.6690	66.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9273	92.73%
Skin irritation	-	0.6567	65.67%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8004	80.04%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6324	63.24%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5590	55.90%
Acute Oral Toxicity (c)	III	0.5097	50.97%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	+	0.6361	63.61%
Thyroid receptor binding	+	0.6236	62.36%
Glucocorticoid receptor binding	+	0.7828	78.28%
Aromatase binding	+	0.6979	69.79%
PPAR gamma	+	0.7172	71.72%
Honey bee toxicity	-	0.7908	79.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.95%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.91%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.60%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.87%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.72%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.50%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.81%	94.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.81%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	86.33%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.86%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.07%	85.14%
CHEMBL5028	O14672	ADAM10	83.80%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.84%	94.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.08%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.40%	93.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 101635442
• LOTUS: LTS0036206
• wikiData: Q105347512