[(1S,1'S,2R,3S,3aS,4R,5'S,6S,6'R,7R,7'S,7aS,9'R)-1,5',7'-triacetyloxy-7a-(acetyloxymethyl)-7-(2-methoxy-2-oxoethyl)-6-[(2R)-1-methoxy-1-oxopropan-2-yl]-2,3',6,6',9'-pentamethyl-10'-oxospiro[1,2,3a,4,5,7-hexahydroindene-3,2'-11-oxatricyclo[7.2.1.01,6]dodec-3-ene]-4-yl] benzoate

Details

• Internal ID: ea6fe31e-eec5-45b9-9f47-4be3b8089fed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,1'S,2R,3S,3aS,4R,5'S,6S,6'R,7R,7'S,7aS,9'R)-1,5',7'-triacetyloxy-7a-(acetyloxymethyl)-7-(2-methoxy-2-oxoethyl)-6-[(2R)-1-methoxy-1-oxopropan-2-yl]-2,3',6,6',9'-pentamethyl-10'-oxospiro[1,2,3a,4,5,7-hexahydroindene-3,2'-11-oxatricyclo[7.2.1.01,6]dodec-3-ene]-4-yl] benzoate
• SMILES (Canonical): CC1C(C2(C(C(CC(C2C13C(=CC(C4(C35CC(CC4OC(=O)C)(C(=O)O5)C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)(C)C(C)C(=O)OC)CC(=O)OC)COC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@]2([C@@H]([C@@](C[C@H]([C@@H]2[C@]13C(=C[C@@H]([C@@]4([C@]35C[C@@](C[C@@H]4OC(=O)C)(C(=O)O5)C)C)OC(=O)C)C)OC(=O)C6=CC=CC=C6)(C)[C@@H](C)C(=O)OC)CC(=O)OC)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C47H60O16/c1-24-18-34(59-28(5)49)44(10)35(60-29(6)50)21-42(8)22-46(44,63-41(42)55)47(24)25(2)38(61-30(7)51)45(23-58-27(4)48)33(19-36(52)56-11)43(9,26(3)39(53)57-12)20-32(37(45)47)62-40(54)31-16-14-13-15-17-31/h13-18,25-26,32-35,37-38H,19-23H2,1-12H3/t25-,26-,32+,33+,34-,35-,37-,38-,42+,43+,44-,45-,46+,47-/m0/s1
• InChI Key: LYMDDSFSCWXGOU-FFOZVBBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₀O₁₆
• Molecular Weight: 881.00 g/mol
• Exact Mass: 880.38813582 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 16
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.8323	83.23%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.5833	58.33%
OATP1B1 inhibitior	+	0.8056	80.56%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8522	85.22%
P-glycoprotein substrate	+	0.7332	73.32%
CYP3A4 substrate	+	0.7191	71.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.6201	62.01%
CYP2C9 inhibition	-	0.7270	72.70%
CYP2C19 inhibition	-	0.7054	70.54%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.6148	61.48%
CYP2C8 inhibition	+	0.7767	77.67%
CYP inhibitory promiscuity	-	0.5384	53.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5939	59.39%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.7325	73.25%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7208	72.08%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5895	58.95%
skin sensitisation	-	0.8022	80.22%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.3380	33.80%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.7760	77.60%
Thyroid receptor binding	+	0.6386	63.86%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	+	0.7819	78.19%
Honey bee toxicity	-	0.6714	67.14%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.96%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.90%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	94.49%	90.17%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	93.78%	91.65%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.31%	86.33%
CHEMBL5028	O14672	ADAM10	90.24%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.62%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.23%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.76%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.59%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.41%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.46%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.21%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.29%	98.75%
CHEMBL2535	P11166	Glucose transporter	84.43%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.17%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.14%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.09%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.08%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.46%	95.71%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.69%	89.67%

Plants that contains it

• Ruptiliocarpon caracolito

Cross-Links

• PubChem: 163185600
• LOTUS: LTS0019140
• wikiData: Q105159418