[(1S,2S,4R,7E,10R,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] (E)-4-hydroxy-2-[[(Z)-2-methylbut-2-enoyl]oxymethyl]but-2-enoate

Details

• Internal ID: 96e3951e-325a-4944-9aca-6449420e91c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(1S,2S,4R,7E,10R,11R)-4,8-dimethyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-10-yl] (E)-4-hydroxy-2-[[(Z)-2-methylbut-2-enoyl]oxymethyl]but-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC(=CCO)C(=O)OC1CC(=CCCC2(C(O2)C3C1C(=C)C(=O)O3)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OC/C(=C\CO)/C(=O)O[C@@H]1C/C(=C/CC[C@@]2([C@@H](O2)[C@@H]3[C@@H]1C(=C)C(=O)O3)C)/C
• InChI: InChI=1S/C25H32O8/c1-6-15(3)22(27)30-13-17(9-11-26)24(29)31-18-12-14(2)8-7-10-25(5)21(33-25)20-19(18)16(4)23(28)32-20/h6,8-9,18-21,26H,4,7,10-13H2,1-3,5H3/b14-8+,15-6-,17-9+/t18-,19-,20+,21+,25-/m1/s1
• InChI Key: ITJHEHQUYAORDR-RLHFVGRFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₈
• Molecular Weight: 460.50 g/mol
• Exact Mass: 460.20971797 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9186	91.86%
Caco-2	-	0.7098	70.98%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	+	0.5229	52.29%
BSEP inhibitior	+	0.8856	88.56%
P-glycoprotein inhibitior	+	0.7943	79.43%
P-glycoprotein substrate	-	0.5607	56.07%
CYP3A4 substrate	+	0.6820	68.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8820	88.20%
CYP3A4 inhibition	-	0.6470	64.70%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	-	0.8452	84.52%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.6795	67.95%
CYP2C8 inhibition	+	0.5393	53.93%
CYP inhibitory promiscuity	-	0.9383	93.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4630	46.30%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9308	93.08%
Skin irritation	-	0.5162	51.62%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4502	45.02%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5843	58.43%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.8601	86.01%
Acute Oral Toxicity (c)	III	0.5154	51.54%
Estrogen receptor binding	+	0.7334	73.34%
Androgen receptor binding	+	0.7243	72.43%
Thyroid receptor binding	+	0.6242	62.42%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	+	0.6790	67.90%
PPAR gamma	+	0.6110	61.10%
Honey bee toxicity	-	0.6086	60.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9696	96.96%

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	98.22%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.90%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.46%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	93.97%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.87%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.61%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.32%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.87%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.27%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.13%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.00%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.15%	89.00%
CHEMBL5028	O14672	ADAM10	83.13%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.14%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.09%	94.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.86%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.10%	100.00%

Plants that contains it

• Chromolaena opadoclinia

Cross-Links

• PubChem: 163081797
• LOTUS: LTS0152325
• wikiData: Q105120075