2-[3-Hydroxy-5-(hydroxymethyl)-2-(3-hydroxy-4-methylpent-4-enyl)-2-methyl-6-oxo-7-(2-oxopropylidene)cyclohept-4-en-1-yl]ethenyl 3-methylbut-2-enoate

Details

• Internal ID: 99da61a4-8d41-49c2-9d4a-382b5da72911
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[3-hydroxy-5-(hydroxymethyl)-2-(3-hydroxy-4-methylpent-4-enyl)-2-methyl-6-oxo-7-(2-oxopropylidene)cyclohept-4-en-1-yl]ethenyl 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC=CC1C(=CC(=O)C)C(=O)C(=CC(C1(C)CCC(C(=C)C)O)O)CO)C
• SMILES (Isomeric): CC(=CC(=O)OC=CC1C(=CC(=O)C)C(=O)C(=CC(C1(C)CCC(C(=C)C)O)O)CO)C
• InChI: InChI=1S/C25H34O7/c1-15(2)11-23(30)32-10-8-20-19(12-17(5)27)24(31)18(14-26)13-22(29)25(20,6)9-7-21(28)16(3)4/h8,10-13,20-22,26,28-29H,3,7,9,14H2,1-2,4-6H3
• InChI Key: IPRGISIXZIYESP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₇
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.23045342 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9565	95.65%
Caco-2	-	0.6918	69.18%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7747	77.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.8924	89.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6619	66.19%
BSEP inhibitior	+	0.9256	92.56%
P-glycoprotein inhibitior	-	0.4302	43.02%
P-glycoprotein substrate	+	0.5124	51.24%
CYP3A4 substrate	+	0.6674	66.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.6399	63.99%
CYP2C9 inhibition	-	0.6108	61.08%
CYP2C19 inhibition	-	0.8175	81.75%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.7647	76.47%
CYP2C8 inhibition	-	0.5970	59.70%
CYP inhibitory promiscuity	-	0.9400	94.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6553	65.53%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.6163	61.63%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4731	47.31%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	-	0.6648	66.48%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6452	64.52%
Acute Oral Toxicity (c)	III	0.6052	60.52%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	+	0.5886	58.86%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.8094	80.94%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.5614	56.14%
Honey bee toxicity	-	0.6252	62.52%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9577	95.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.01%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.01%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.25%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.60%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.34%	91.19%

Plants that contains it

• Viburnum odoratissimum

Cross-Links

• PubChem: 72798459
• LOTUS: LTS0084696
• wikiData: Q105117445