(2Z,6Z)-6-(acetyloxymethyl)-2-[(Z)-5-hydroxy-4-methylpent-3-enyl]-9-(5-oxo-2H-furan-3-yl)nona-2,6-dienoic acid

Details

• Internal ID: 1e10c998-c6c2-4f3b-9400-606d1043abd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (2Z,6Z)-6-(acetyloxymethyl)-2-[(Z)-5-hydroxy-4-methylpent-3-enyl]-9-(5-oxo-2H-furan-3-yl)nona-2,6-dienoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC1=CC(=O)OC1)COC(=O)C)C(=O)O)CO
• SMILES (Isomeric): C/C(=C/CC/C(=C/CC/C(=C/CCC1=CC(=O)OC1)/COC(=O)C)/C(=O)O)/CO
• InChI: InChI=1S/C22H30O7/c1-16(13-23)6-3-10-20(22(26)27)11-5-8-18(14-28-17(2)24)7-4-9-19-12-21(25)29-15-19/h6-7,11-12,23H,3-5,8-10,13-15H2,1-2H3,(H,26,27)/b16-6-,18-7-,20-11-
• InChI Key: ZKJVHLFUJUCSPP-GIYUWAFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9232	92.32%
Caco-2	-	0.6988	69.88%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7408	74.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6320	63.20%
BSEP inhibitior	+	0.9615	96.15%
P-glycoprotein inhibitior	+	0.7110	71.10%
P-glycoprotein substrate	-	0.6529	65.29%
CYP3A4 substrate	+	0.6011	60.11%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.9105	91.05%
CYP3A4 inhibition	-	0.7089	70.89%
CYP2C9 inhibition	-	0.7847	78.47%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.8375	83.75%
CYP1A2 inhibition	-	0.6420	64.20%
CYP2C8 inhibition	-	0.6313	63.13%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9557	95.57%
Eye irritation	-	0.8034	80.34%
Skin irritation	-	0.7318	73.18%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4848	48.48%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8493	84.93%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4925	49.25%
Acute Oral Toxicity (c)	III	0.6452	64.52%
Estrogen receptor binding	+	0.6832	68.32%
Androgen receptor binding	+	0.6036	60.36%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.6729	67.29%
Aromatase binding	-	0.5398	53.98%
PPAR gamma	+	0.5721	57.21%
Honey bee toxicity	-	0.8201	82.01%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	97.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.25%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.74%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.91%	99.23%

Plants that contains it

• Nardophyllum lanatum

Cross-Links

• PubChem: 14605601
• LOTUS: LTS0154849
• wikiData: Q105378520