(4aS,4bR,7R,10aR)-7-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-4,4b,5,6,10,10a-hexahydro-3H-phenanthrene-2,9-dione

Details

• Internal ID: 2c1d556d-b2ac-43d0-8e19-471c28f70446
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bR,7R,10aR)-7-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-4,4b,5,6,10,10a-hexahydro-3H-phenanthrene-2,9-dione
• SMILES (Canonical): CC(C)C1(CCC2C(=C1)C(=O)CC3C2(CCC(=O)C3(C)C)C)O
• SMILES (Isomeric): CC(C)[C@@]1(CC[C@H]2C(=C1)C(=O)C[C@@H]3[C@@]2(CCC(=O)C3(C)C)C)O
• InChI: InChI=1S/C20H30O3/c1-12(2)20(23)9-6-14-13(11-20)15(21)10-16-18(3,4)17(22)7-8-19(14,16)5/h11-12,14,16,23H,6-10H2,1-5H3/t14-,16-,19+,20-/m0/s1
• InChI Key: GMIRQBZYEKSIRQ-UQOODKLHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7950	79.50%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8745	87.45%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9109	91.09%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6721	67.21%
P-glycoprotein inhibitior	-	0.7614	76.14%
P-glycoprotein substrate	-	0.8466	84.66%
CYP3A4 substrate	+	0.5795	57.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8767	87.67%
CYP3A4 inhibition	-	0.7539	75.39%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.9095	90.95%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.9668	96.68%
CYP2C8 inhibition	-	0.9001	90.01%
CYP inhibitory promiscuity	-	0.9389	93.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5564	55.64%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8820	88.20%
Skin irritation	+	0.5798	57.98%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5972	59.72%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5490	54.90%
skin sensitisation	+	0.5722	57.22%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5097	50.97%
Acute Oral Toxicity (c)	III	0.6819	68.19%
Estrogen receptor binding	+	0.5702	57.02%
Androgen receptor binding	+	0.5718	57.18%
Thyroid receptor binding	+	0.6661	66.61%
Glucocorticoid receptor binding	+	0.7124	71.24%
Aromatase binding	-	0.7147	71.47%
PPAR gamma	+	0.6038	60.38%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	96.79%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.78%	82.69%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.09%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	87.85%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.60%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.87%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.22%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.73%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.17%	93.04%

Plants that contains it

• Juniperus sabina

Cross-Links

• PubChem: 56925412
• LOTUS: LTS0258395
• wikiData: Q105011877