[(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] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 996bf209-8d45-472f-ba3a-4a0c9f511f0b
• 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] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C27H38O7/c1-8-19(5)26(30)32-15-14-18(4)10-9-11-20(6)23(33-21(7)28)13-12-22-25(29)24(16-17(2)3)34-27(22)31/h8,11-12,14,16,23-25,29H,9-10,13,15H2,1-7H3/b18-14-,19-8-,20-11+,22-12+/t23-,24+,25-/m0/s1
• InChI Key: HHTIRRPXBFOLAU-DNHWIGEVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₇
• Molecular Weight: 474.60 g/mol
• Exact Mass: 474.26175355 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9401	94.01%
Caco-2	-	0.6585	65.85%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8609	86.09%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9654	96.54%
P-glycoprotein inhibitior	+	0.8508	85.08%
P-glycoprotein substrate	-	0.6708	67.08%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.7492	74.92%
CYP2C9 inhibition	-	0.7191	71.91%
CYP2C19 inhibition	-	0.7306	73.06%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.5468	54.68%
CYP2C8 inhibition	-	0.6248	62.48%
CYP inhibitory promiscuity	-	0.8803	88.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.5231	52.31%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4856	48.56%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6015	60.15%
skin sensitisation	-	0.8752	87.52%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.5885	58.85%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.5210	52.10%
Thyroid receptor binding	+	0.5389	53.89%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	+	0.5696	56.96%
PPAR gamma	+	0.6555	65.55%
Honey bee toxicity	-	0.6567	65.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.82%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.06%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.88%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.45%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.57%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.65%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.29%	97.25%

Plants that contains it

• Salix cheilophila

Cross-Links

• PubChem: 162931236
• LOTUS: LTS0116214
• wikiData: Q105028566