Methyl 6-acetyloxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate

Details

• Internal ID: 1685d541-95e3-4cfe-93b2-5ea878431d0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 6-acetyloxy-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate
• SMILES (Canonical): CC(C)C1=CC2=CCC3C(C2CC1OC(=O)C)(CCCC3(C)C(=O)OC)C
• SMILES (Isomeric): CC(C)C1=CC2=CCC3C(C2CC1OC(=O)C)(CCCC3(C)C(=O)OC)C
• InChI: InChI=1S/C23H34O4/c1-14(2)17-12-16-8-9-20-22(4,18(16)13-19(17)27-15(3)24)10-7-11-23(20,5)21(25)26-6/h8,12,14,18-20H,7,9-11,13H2,1-6H3
• InChI Key: KTQALDLKCGBREQ-UHFFFAOYSA-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): 52.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.6875	68.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8614	86.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7573	75.73%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8408	84.08%
P-glycoprotein inhibitior	+	0.6255	62.55%
P-glycoprotein substrate	-	0.5576	55.76%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.8105	81.05%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	-	0.8017	80.17%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8519	85.19%
Skin irritation	-	0.5869	58.69%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6915	69.15%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6284	62.84%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8349	83.49%
Acute Oral Toxicity (c)	III	0.8325	83.25%
Estrogen receptor binding	+	0.8291	82.91%
Androgen receptor binding	+	0.5564	55.64%
Thyroid receptor binding	+	0.7079	70.79%
Glucocorticoid receptor binding	+	0.8235	82.35%
Aromatase binding	-	0.5591	55.91%
PPAR gamma	+	0.7617	76.17%
Honey bee toxicity	-	0.6988	69.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.26%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	85.58%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.38%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.54%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.68%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%

Plants that contains it

• Pinus ponderosa

Cross-Links

• PubChem: 14378720
• LOTUS: LTS0261946
• wikiData: Q105145922