methyl (4Z,8S,9E,11E)-2-hydroxy-4,8,12-trimethyl-15-[5-oxo-1-(2-phenylethyl)-2H-pyrrol-4-yl]pentadeca-4,9,11-trienoate

Details

• Internal ID: ab04a783-6415-4108-9eb2-8ed74676abd1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (4Z,8S,9E,11E)-2-hydroxy-4,8,12-trimethyl-15-[5-oxo-1-(2-phenylethyl)-2H-pyrrol-4-yl]pentadeca-4,9,11-trienoate
• InChI: InChI=1S/C31H43NO4/c1-24(13-9-15-26(3)23-29(33)31(35)36-4)11-8-12-25(2)14-10-18-28-20-22-32(30(28)34)21-19-27-16-6-5-7-17-27/h5-8,11-12,15-17,20,24,29,33H,9-10,13-14,18-19,21-23H2,1-4H3/b11-8+,25-12+,26-15-/t24-,29?/m1/s1
• InChI Key: DQZJPKYNSKJWBF-VXXURDRTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₃NO₄
• Molecular Weight: 493.70 g/mol
• Exact Mass: 493.31920885 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 5.96
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9296	92.96%
Caco-2	-	0.6774	67.74%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6134	61.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9811	98.11%
P-glycoprotein inhibitior	+	0.9086	90.86%
P-glycoprotein substrate	+	0.6601	66.01%
CYP3A4 substrate	+	0.7091	70.91%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.8152	81.52%
CYP2C9 inhibition	-	0.8441	84.41%
CYP2C19 inhibition	-	0.7536	75.36%
CYP2D6 inhibition	-	0.8549	85.49%
CYP1A2 inhibition	-	0.8303	83.03%
CYP2C8 inhibition	+	0.4842	48.42%
CYP inhibitory promiscuity	-	0.9618	96.18%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5654	56.54%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9552	95.52%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8660	86.60%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.8800	88.00%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6797	67.97%
Acute Oral Toxicity (c)	III	0.6525	65.25%
Estrogen receptor binding	+	0.7483	74.83%
Androgen receptor binding	+	0.6749	67.49%
Thyroid receptor binding	+	0.5196	51.96%
Glucocorticoid receptor binding	+	0.6694	66.94%
Aromatase binding	-	0.6024	60.24%
PPAR gamma	+	0.5565	55.65%
Honey bee toxicity	-	0.7570	75.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8613	86.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.78%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.71%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.00%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.19%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.44%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10323449
• LOTUS: LTS0181657
• wikiData: Q104987295