rel-15,16-Epoxy-7-oxopimar-8,14-ene

Details

• Internal ID: e9561901-da07-46da-bddf-54f4817369e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bR,7S,10aS)-1,1,4a,7-tetramethyl-7-(oxiran-2-yl)-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C3=CC(CCC32)(C)C4CO4)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@H]2C(=C1)C(=O)C[C@@H]3[C@@]2(CCCC3(C)C)C)C4CO4
• InChI: InChI=1S/C20H30O2/c1-18(2)7-5-8-20(4)14-6-9-19(3,17-12-22-17)11-13(14)15(21)10-16(18)20/h11,14,16-17H,5-10,12H2,1-4H3/t14-,16-,17?,19-,20+/m0/s1
• InChI Key: AZVDGFALOQJRGB-BNERGVSPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• rel-15,16-Epoxy-7-oxopimar-8,14-ene
• (4aS,4bR,7S,10aS)-1,1,4a,7-tetramethyl-7-(oxiran-2-yl)-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8257	82.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7030	70.30%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9749	97.49%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7124	71.24%
P-glycoprotein inhibitior	-	0.5864	58.64%
P-glycoprotein substrate	-	0.8490	84.90%
CYP3A4 substrate	+	0.6118	61.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.9071	90.71%
CYP2C9 inhibition	-	0.6565	65.65%
CYP2C19 inhibition	+	0.5415	54.15%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.6661	66.61%
CYP2C8 inhibition	-	0.8127	81.27%
CYP inhibitory promiscuity	-	0.7959	79.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.8739	87.39%
Skin irritation	-	0.7045	70.45%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.5431	54.31%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6309	63.09%
Acute Oral Toxicity (c)	III	0.6964	69.64%
Estrogen receptor binding	+	0.8125	81.25%
Androgen receptor binding	+	0.5949	59.49%
Thyroid receptor binding	+	0.7135	71.35%
Glucocorticoid receptor binding	+	0.8453	84.53%
Aromatase binding	+	0.5718	57.18%
PPAR gamma	+	0.6933	69.33%
Honey bee toxicity	-	0.8497	84.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	97.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.43%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.02%	82.69%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.96%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.11%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.84%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.18%	96.09%

Plants that contains it

• Plectranthus ernstii

Cross-Links

• PubChem: 44179876
• LOTUS: LTS0244833
• wikiData: Q104921947