[(E)-2-[(1S,2S,7R)-5-(hydroxymethyl)-2-methyl-2-(4-methylpent-3-enyl)-6-oxo-7-(2-oxopropyl)cyclohept-4-en-1-yl]ethenyl] 3-methylbut-2-enoate

Details

• Internal ID: 501c5e21-d289-4214-8e50-e75cdb5abc61
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(E)-2-[(1S,2S,7R)-5-(hydroxymethyl)-2-methyl-2-(4-methylpent-3-enyl)-6-oxo-7-(2-oxopropyl)cyclohept-4-en-1-yl]ethenyl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CCCC1(CC=C(C(=O)C(C1C=COC(=O)C=C(C)C)CC(=O)C)CO)C)C
• SMILES (Isomeric): CC(=CCC[C@]1(CC=C(C(=O)[C@@H]([C@@H]1/C=C/OC(=O)C=C(C)C)CC(=O)C)CO)C)C
• InChI: InChI=1S/C25H36O5/c1-17(2)8-7-11-25(6)12-9-20(16-26)24(29)21(15-19(5)27)22(25)10-13-30-23(28)14-18(3)4/h8-10,13-14,21-22,26H,7,11-12,15-16H2,1-6H3/b13-10+/t21-,22+,25+/m1/s1
• InChI Key: FUJYXGPHSQJMJL-HJYVJTDLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₅
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.25627424 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.87
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9561	95.61%
Caco-2	-	0.5385	53.85%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8680	86.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8790	87.90%
OATP1B3 inhibitior	+	0.8718	87.18%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9760	97.60%
P-glycoprotein inhibitior	+	0.7279	72.79%
P-glycoprotein substrate	-	0.5737	57.37%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9087	90.87%
CYP3A4 inhibition	-	0.7799	77.99%
CYP2C9 inhibition	-	0.6413	64.13%
CYP2C19 inhibition	-	0.7942	79.42%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.6447	64.47%
CYP2C8 inhibition	-	0.6302	63.02%
CYP inhibitory promiscuity	-	0.9425	94.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7750	77.50%
Carcinogenicity (trinary)	Non-required	0.6422	64.22%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9621	96.21%
Skin irritation	-	0.5707	57.07%
Skin corrosion	-	0.9797	97.97%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4117	41.17%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7252	72.52%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5722	57.22%
Acute Oral Toxicity (c)	III	0.6106	61.06%
Estrogen receptor binding	+	0.6899	68.99%
Androgen receptor binding	-	0.4942	49.42%
Thyroid receptor binding	+	0.5687	56.87%
Glucocorticoid receptor binding	+	0.8234	82.34%
Aromatase binding	+	0.5389	53.89%
PPAR gamma	+	0.5429	54.29%
Honey bee toxicity	-	0.7373	73.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	95.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.28%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.64%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.59%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.29%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	80.36%	90.17%

Plants that contains it

• Berberis japonica
• Isodon nervosus
• Isodon xerophilus
• Lonicera macrantha

Cross-Links

• PubChem: 10319743
• NPASS: NPC144876