[(2S,5S,7S)-12-acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-7-phenoxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: d7f0d4f8-b749-416f-a4d2-ec0f731b2957
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: [(2S,5S,7S)-12-acetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-8-oxo-7-phenoxy-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C13C(C(C(=O)C2OC4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(=O)OCC12[C@H](CC[C@](C13C(C(C(=O)[C@H]2OC4=CC=CC=C4)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)/C=C/C5=CC=CC=C5
• InChI: InChI=1S/C34H38O10/c1-21(35)40-20-33-25(43-26(37)17-16-23-12-8-6-9-13-23)18-19-32(5,39)34(33)29(41-22(2)36)27(31(3,4)44-34)28(38)30(33)42-24-14-10-7-11-15-24/h6-17,25,27,29-30,39H,18-20H2,1-5H3/b17-16+/t25-,27?,29?,30+,32-,33?,34?/m0/s1
• InChI Key: HENBNJDVUGKKNF-RMHUZIACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈O₁₀
• Molecular Weight: 606.70 g/mol
• Exact Mass: 606.24649740 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.7659	76.59%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.7997	79.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6614	66.14%
BSEP inhibitior	+	0.9866	98.66%
P-glycoprotein inhibitior	+	0.8917	89.17%
P-glycoprotein substrate	-	0.6261	62.61%
CYP3A4 substrate	+	0.7092	70.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	+	0.5508	55.08%
CYP2C9 inhibition	+	0.5573	55.73%
CYP2C19 inhibition	-	0.5467	54.67%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.5878	58.78%
CYP2C8 inhibition	+	0.8083	80.83%
CYP inhibitory promiscuity	-	0.8135	81.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5790	57.90%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.6661	66.61%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8413	84.13%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.8972	89.72%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6409	64.09%
Acute Oral Toxicity (c)	I	0.3959	39.59%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.7526	75.26%
Thyroid receptor binding	+	0.6749	67.49%
Glucocorticoid receptor binding	+	0.7738	77.38%
Aromatase binding	+	0.5592	55.92%
PPAR gamma	+	0.6910	69.10%
Honey bee toxicity	-	0.7510	75.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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	98.85%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.40%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.66%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.18%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.01%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.37%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.04%	96.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.78%	91.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.03%	93.99%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.97%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.78%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.67%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.12%	95.50%
CHEMBL5028	O14672	ADAM10	84.99%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.01%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.82%	89.44%
CHEMBL340	P08684	Cytochrome P450 3A4	81.33%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.10%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.04%	97.28%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 5322128
• NPASS: NPC28041