methyl 2-[(4aR,10aS)-5-hydroxy-6-methoxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-4a-yl]acetate

Details

• Internal ID: 1e71de63-387e-45f4-96a0-d02b381d56cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[(4aR,10aS)-5-hydroxy-6-methoxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-4a-yl]acetate
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)CC(=O)OC)O)OC
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)CC[C@@H]3[C@@]2(CCCC3(C)C)CC(=O)OC)O)OC
• InChI: InChI=1S/C23H34O4/c1-14(2)16-12-15-8-9-17-22(3,4)10-7-11-23(17,13-18(24)26-5)19(15)20(25)21(16)27-6/h12,14,17,25H,7-11,13H2,1-6H3/t17-,23+/m0/s1
• InChI Key: PEMXBDYXGOJWNI-GAJHUEQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.8473	84.73%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8730	87.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7777	77.77%
P-glycoprotein inhibitior	-	0.6648	66.48%
P-glycoprotein substrate	-	0.5455	54.55%
CYP3A4 substrate	+	0.6572	65.72%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	-	0.7648	76.48%
CYP3A4 inhibition	-	0.6475	64.75%
CYP2C9 inhibition	-	0.7262	72.62%
CYP2C19 inhibition	-	0.8096	80.96%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.5512	55.12%
CYP2C8 inhibition	+	0.5507	55.07%
CYP inhibitory promiscuity	-	0.8806	88.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8720	87.20%
Carcinogenicity (trinary)	Non-required	0.6823	68.23%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8646	86.46%
Skin irritation	-	0.6454	64.54%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7278	72.78%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.9084	90.84%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9536	95.36%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	+	0.7528	75.28%
Androgen receptor binding	-	0.5124	51.24%
Thyroid receptor binding	+	0.7398	73.98%
Glucocorticoid receptor binding	+	0.7907	79.07%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	+	0.7290	72.90%
Honey bee toxicity	-	0.8490	84.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	99.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.23%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.56%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	91.49%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.10%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.73%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.35%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.71%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.58%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.16%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.23%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.01%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.04%	99.15%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.03%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.74%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.44%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.39%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.30%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.04%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.68%	94.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.07%	95.56%

Plants that contains it

• Salvia aurea

Cross-Links

• PubChem: 163094261
• LOTUS: LTS0047097
• wikiData: Q105207192