[(2Z,6E,8S,10E)-8-acetyloxy-10-[(4S,5R)-4-hydroxy-5-(2-methylprop-1-enyl)-2-oxooxolan-3-ylidene]-3,7-dimethyldeca-2,6-dienyl] (E)-3-methylpent-2-enoate

Details

• Internal ID: 20a1d7e3-f073-43f2-bdac-e9342ebea70b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(2Z,6E,8S,10E)-8-acetyloxy-10-[(4S,5R)-4-hydroxy-5-(2-methylprop-1-enyl)-2-oxooxolan-3-ylidene]-3,7-dimethyldeca-2,6-dienyl] (E)-3-methylpent-2-enoate
• InChI: InChI=1S/C28H40O7/c1-8-19(4)17-26(30)33-15-14-20(5)10-9-11-21(6)24(34-22(7)29)13-12-23-27(31)25(16-18(2)3)35-28(23)32/h11-12,14,16-17,24-25,27,31H,8-10,13,15H2,1-7H3/b19-17+,20-14-,21-11+,23-12+/t24-,25+,27-/m0/s1
• InChI Key: IFIXNNUDHKJNPR-GKXYZBGRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₇
• Molecular Weight: 488.60 g/mol
• Exact Mass: 488.27740361 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	-	0.6096	60.96%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8374	83.74%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9445	94.45%
P-glycoprotein inhibitior	+	0.8633	86.33%
P-glycoprotein substrate	-	0.5948	59.48%
CYP3A4 substrate	+	0.6607	66.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.5732	57.32%
CYP2C9 inhibition	-	0.6876	68.76%
CYP2C19 inhibition	-	0.5872	58.72%
CYP2D6 inhibition	-	0.8772	87.72%
CYP1A2 inhibition	-	0.5778	57.78%
CYP2C8 inhibition	+	0.4768	47.68%
CYP inhibitory promiscuity	-	0.8080	80.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9234	92.34%
Skin irritation	+	0.4927	49.27%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4313	43.13%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5041	50.41%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6411	64.11%
Acute Oral Toxicity (c)	III	0.6256	62.56%
Estrogen receptor binding	+	0.7243	72.43%
Androgen receptor binding	+	0.5979	59.79%
Thyroid receptor binding	-	0.5064	50.64%
Glucocorticoid receptor binding	+	0.7922	79.22%
Aromatase binding	+	0.5474	54.74%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.7108	71.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9876	98.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.66%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.52%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.17%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.96%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.42%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.21%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.07%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.04%	89.00%

Plants that contains it

• Salix cheilophila

Cross-Links

• PubChem: 162900495
• LOTUS: LTS0170666
• wikiData: Q105112205