[(1S,2S,3aR,5R,6Z,9S,10S,11S,13R,13aS)-9,10-diacetyloxy-3a,5,13-trihydroxy-2,5,8,8-tetramethyl-1-[(Z)-2-methylbut-2-enoyl]oxy-12-methylidene-4-oxo-1,2,3,9,10,11,13,13a-octahydrocyclopenta[12]annulen-11-yl] 3-hydroperoxy-2-methylidenebutanoate

Details

• Internal ID: 5d5f5d69-9baf-4b7d-a8a6-10e02ed2dcbb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
• IUPAC Name: [(1S,2S,3aR,5R,6Z,9S,10S,11S,13R,13aS)-9,10-diacetyloxy-3a,5,13-trihydroxy-2,5,8,8-tetramethyl-1-[(Z)-2-methylbut-2-enoyl]oxy-12-methylidene-4-oxo-1,2,3,9,10,11,13,13a-octahydrocyclopenta[12]annulen-11-yl] 3-hydroperoxy-2-methylidenebutanoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(CC2(C1C(C(=C)C(C(C(C(C=CC(C2=O)(C)O)(C)C)OC(=O)C)OC(=O)C)OC(=O)C(=C)C(C)OO)O)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@H](C[C@]2([C@H]1[C@H](C(=C)[C@@H]([C@H]([C@H](C(/C=C\[C@@](C2=O)(C)O)(C)C)OC(=O)C)OC(=O)C)OC(=O)C(=C)C(C)OO)O)O)C
• InChI: InChI=1S/C34H48O14/c1-12-16(2)29(38)46-25-17(3)15-34(42)23(25)24(37)19(5)26(47-30(39)18(4)20(6)48-43)27(44-21(7)35)28(45-22(8)36)32(9,10)13-14-33(11,41)31(34)40/h12-14,17,20,23-28,37,41-43H,4-5,15H2,1-3,6-11H3/b14-13-,16-12-/t17-,20?,23-,24-,25-,26-,27+,28+,33+,34+/m0/s1
• InChI Key: SYDBABZPEIWXAN-UBJHDVLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₁₄
• Molecular Weight: 680.70 g/mol
• Exact Mass: 680.30440620 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9040	90.40%
Caco-2	-	0.8490	84.90%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5349	53.49%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9119	91.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8969	89.69%
P-glycoprotein inhibitior	+	0.8080	80.80%
P-glycoprotein substrate	+	0.6089	60.89%
CYP3A4 substrate	+	0.6919	69.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9107	91.07%
CYP3A4 inhibition	-	0.6867	68.67%
CYP2C9 inhibition	-	0.8053	80.53%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.8253	82.53%
CYP2C8 inhibition	-	0.5951	59.51%
CYP inhibitory promiscuity	-	0.9175	91.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9713	97.13%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.6301	63.01%
Skin corrosion	-	0.8986	89.86%
Ames mutagenesis	-	0.5478	54.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5373	53.73%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.6477	64.77%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6168	61.68%
Acute Oral Toxicity (c)	III	0.4386	43.86%
Estrogen receptor binding	+	0.7592	75.92%
Androgen receptor binding	+	0.6749	67.49%
Thyroid receptor binding	+	0.5926	59.26%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.7251	72.51%
Honey bee toxicity	-	0.6525	65.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9661	96.61%

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	98.21%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.35%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.94%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.97%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.39%	91.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.97%	93.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.69%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.52%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.07%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.10%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.09%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.65%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.43%	91.19%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.78%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.06%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.33%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.55%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.21%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.09%	93.56%

Plants that contains it

• Euphorbia amygdaloides

Cross-Links

• PubChem: 102511222
• LOTUS: LTS0239400
• wikiData: Q105263504