[(1S,3aR,5S,6R,7S,7aR)-1-[(1R)-1-acetyloxyethyl]-6-(2-methylbutanoyloxy)-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-2-oxo-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] (E)-4-acetyloxy-3-methylpent-2-enoate

Details

• Internal ID: ccd71214-35e6-48d3-a24d-cc5f188c270e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3aR,5S,6R,7S,7aR)-1-[(1R)-1-acetyloxyethyl]-6-(2-methylbutanoyloxy)-4-methylidene-7-[(2S)-2-methyloxiran-2-yl]-2-oxo-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] (E)-4-acetyloxy-3-methylpent-2-enoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C2C(CC(=O)C2C(C)OC(=O)C)C(=C)C1OC(=O)C=C(C)C(C)OC(=O)C)C3(CO3)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@@H]1[C@H]([C@H]2[C@@H](CC(=O)[C@@H]2[C@@H](C)OC(=O)C)C(=C)[C@@H]1OC(=O)/C=C(\C)/C(C)OC(=O)C)[C@]3(CO3)C
• InChI: InChI=1S/C30H42O10/c1-10-14(2)29(35)40-28-26(30(9)13-36-30)25-21(12-22(33)24(25)18(6)38-20(8)32)16(4)27(28)39-23(34)11-15(3)17(5)37-19(7)31/h11,14,17-18,21,24-28H,4,10,12-13H2,1-3,5-9H3/b15-11+/t14?,17?,18-,21+,24+,25+,26+,27+,28-,30-/m1/s1
• InChI Key: ILFZQXKYSBPJNP-CVWPPZQISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₁₀
• Molecular Weight: 562.60 g/mol
• Exact Mass: 562.27779753 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.7606	76.06%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5864	58.64%
OATP2B1 inhibitior	-	0.7075	70.75%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.9052	90.52%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9460	94.60%
P-glycoprotein inhibitior	+	0.8549	85.49%
P-glycoprotein substrate	+	0.5646	56.46%
CYP3A4 substrate	+	0.6814	68.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8961	89.61%
CYP3A4 inhibition	-	0.6180	61.80%
CYP2C9 inhibition	-	0.7735	77.35%
CYP2C19 inhibition	-	0.7191	71.91%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.7069	70.69%
CYP2C8 inhibition	+	0.6249	62.49%
CYP inhibitory promiscuity	-	0.6279	62.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8914	89.14%
Skin irritation	-	0.6260	62.60%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5160	51.60%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6009	60.09%
skin sensitisation	-	0.6522	65.22%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5391	53.91%
Acute Oral Toxicity (c)	III	0.5368	53.68%
Estrogen receptor binding	+	0.7220	72.20%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	+	0.5738	57.38%
Glucocorticoid receptor binding	+	0.8028	80.28%
Aromatase binding	+	0.7071	70.71%
PPAR gamma	+	0.6470	64.70%
Honey bee toxicity	-	0.6664	66.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.91%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.19%	89.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.56%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.05%	97.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.19%	89.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.56%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.87%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.37%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.37%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.71%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.82%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.48%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.71%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.92%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	81.56%	97.79%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.84%	82.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.80%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.40%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.23%	96.47%

Plants that contains it

• Ligularia songarica

Cross-Links

• PubChem: 71717007
• LOTUS: LTS0034156
• wikiData: Q105115171