[(1S,4aS)-5-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4-dihydro-2H-phenanthren-1-yl]methyl 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: a19815d3-4f18-42d8-9971-935f421ce2df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,4aS)-5-hydroxy-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4-dihydro-2H-phenanthren-1-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): CC(C)C1=CC2=CC=C3C(CCCC3(C2=C(C1=O)O)C)(C)COC(=O)C4=CC(=C(C=C4)O)OC
• SMILES (Isomeric): CC(C)C1=CC2=CC=C3[C@@](CCC[C@@]3(C2=C(C1=O)O)C)(C)COC(=O)C4=CC(=C(C=C4)O)OC
• InChI: InChI=1S/C28H32O6/c1-16(2)19-13-17-8-10-22-27(3,11-6-12-28(22,4)23(17)25(31)24(19)30)15-34-26(32)18-7-9-20(29)21(14-18)33-5/h7-10,13-14,16,29,31H,6,11-12,15H2,1-5H3/t27-,28+/m1/s1
• InChI Key: UTQZRVCXAGMKIW-IZLXSDGUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₆
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.21988874 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.5695	56.95%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9191	91.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.8094	80.94%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9724	97.24%
P-glycoprotein inhibitior	+	0.7826	78.26%
P-glycoprotein substrate	-	0.5207	52.07%
CYP3A4 substrate	+	0.6568	65.68%
CYP2C9 substrate	-	0.7842	78.42%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.6414	64.14%
CYP2C9 inhibition	+	0.5261	52.61%
CYP2C19 inhibition	-	0.5488	54.88%
CYP2D6 inhibition	-	0.8353	83.53%
CYP1A2 inhibition	+	0.7361	73.61%
CYP2C8 inhibition	+	0.6821	68.21%
CYP inhibitory promiscuity	-	0.5866	58.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.6715	67.15%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8734	87.34%
Skin irritation	-	0.7035	70.35%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5733	57.33%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5912	59.12%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8924	89.24%
Acute Oral Toxicity (c)	III	0.6197	61.97%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.7513	75.13%
Thyroid receptor binding	+	0.7442	74.42%
Glucocorticoid receptor binding	+	0.8160	81.60%
Aromatase binding	+	0.8389	83.89%
PPAR gamma	+	0.6861	68.61%
Honey bee toxicity	-	0.8100	81.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.97%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.10%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.65%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.35%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.69%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.55%	96.61%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.17%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.92%	97.25%
CHEMBL4208	P20618	Proteasome component C5	85.22%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.47%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.19%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.18%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.48%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.03%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.30%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.04%	92.62%

Plants that contains it

• Plectranthus parviflorus

Cross-Links

• PubChem: 101967009
• LOTUS: LTS0228231
• wikiData: Q105279028