[(1R,2Z,4R,6S,9R,10R)-3-methyl-7,11-dimethylidene-12-oxo-13-oxatricyclo[8.3.0.04,6]tridec-2-en-9-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: eeb4c42f-44db-4027-8627-4745e81d3daa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,2Z,4R,6S,9R,10R)-3-methyl-7,11-dimethylidene-12-oxo-13-oxatricyclo[8.3.0.04,6]tridec-2-en-9-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
• SMILES (Canonical): CC1=CC2C(C(CC(=C)C3C1C3)OC(=O)C(=CCO)CO)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C/[C@@H]2[C@@H]([C@@H](CC(=C)[C@@H]3[C@H]1C3)OC(=O)/C(=C/CO)/CO)C(=C)C(=O)O2
• InChI: InChI=1S/C20H24O6/c1-10-6-16-18(12(3)19(23)25-16)17(7-11(2)15-8-14(10)15)26-20(24)13(9-22)4-5-21/h4,6,14-18,21-22H,2-3,5,7-9H2,1H3/b10-6-,13-4+/t14-,15+,16+,17+,18-/m0/s1
• InChI Key: RDTCGLIOAVLUHK-JLPGVDNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9512	95.12%
Caco-2	-	0.5969	59.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7133	71.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6289	62.89%
P-glycoprotein inhibitior	-	0.5785	57.85%
P-glycoprotein substrate	-	0.6428	64.28%
CYP3A4 substrate	+	0.6368	63.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8425	84.25%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.6829	68.29%
CYP2C8 inhibition	-	0.6765	67.65%
CYP inhibitory promiscuity	-	0.7955	79.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6626	66.26%
Eye corrosion	-	0.9674	96.74%
Eye irritation	-	0.8525	85.25%
Skin irritation	-	0.6859	68.59%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4007	40.07%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8057	80.57%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5881	58.81%
Acute Oral Toxicity (c)	III	0.4828	48.28%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	-	0.4823	48.23%
Thyroid receptor binding	-	0.5550	55.50%
Glucocorticoid receptor binding	+	0.6308	63.08%
Aromatase binding	+	0.5670	56.70%
PPAR gamma	+	0.5345	53.45%
Honey bee toxicity	-	0.7121	71.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9717	97.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.30%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	91.47%	97.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.40%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.63%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.60%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.54%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.22%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.77%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Carphochaete pringlei

Cross-Links

• PubChem: 14890546
• LOTUS: LTS0012894
• wikiData: Q105234438