[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl] (1S,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

Details

• Internal ID: eb4a19c7-12ec-49b6-8e0b-3def44572d4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(Z)-3-(4-hydroxyphenyl)prop-2-enoyl] (1S,4aS,5R,6R,8aR)-6-hydroxy-1,4a,6-trimethyl-5-(3-methylidenepent-4-enyl)-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
• InChI: InChI=1S/C29H38O5/c1-6-20(2)8-14-24-27(3)17-7-18-28(4,23(27)16-19-29(24,5)33)26(32)34-25(31)15-11-21-9-12-22(30)13-10-21/h6,9-13,15,23-24,30,33H,1-2,7-8,14,16-19H2,3-5H3/b15-11-/t23-,24-,27+,28+,29-/m1/s1
• InChI Key: VHWCBTIGFYIWEG-RKATVWKVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₅
• Molecular Weight: 466.60 g/mol
• Exact Mass: 466.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	-	0.7616	76.16%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8144	81.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	-	0.3293	32.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	+	0.9780	97.80%
P-glycoprotein inhibitior	+	0.7372	73.72%
P-glycoprotein substrate	-	0.5564	55.64%
CYP3A4 substrate	+	0.6776	67.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	+	0.5234	52.34%
CYP2C9 inhibition	-	0.7858	78.58%
CYP2C19 inhibition	-	0.6567	65.67%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.5810	58.10%
CYP2C8 inhibition	+	0.8165	81.65%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9055	90.55%
Carcinogenicity (trinary)	Non-required	0.6596	65.96%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.5198	51.98%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8154	81.54%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7128	71.28%
skin sensitisation	-	0.7810	78.10%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7120	71.20%
Acute Oral Toxicity (c)	I	0.4836	48.36%
Estrogen receptor binding	+	0.7928	79.28%
Androgen receptor binding	+	0.7428	74.28%
Thyroid receptor binding	+	0.6656	66.56%
Glucocorticoid receptor binding	+	0.8190	81.90%
Aromatase binding	+	0.7291	72.91%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.83%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.43%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	94.58%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.47%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.83%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.77%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	90.19%	98.35%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.99%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.71%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.18%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.95%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.96%	91.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.15%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.66%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.47%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.72%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	83.28%	94.75%
CHEMBL233	P35372	Mu opioid receptor	80.97%	97.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.74%	92.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.70%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.62%	89.67%

Plants that contains it

• Calocedrus formosana

Cross-Links

• PubChem: 163189938
• LOTUS: LTS0181899
• wikiData: Q105286652