2-ethenyl-3-hydroxy-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1H-phenanthrene-4,10-dione

Details

• Internal ID: 945f549f-ad43-4d3b-a87b-d24c9554f136
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-ethenyl-3-hydroxy-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1H-phenanthrene-4,10-dione
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C3=C2C(=O)C(C(C3)(C)C=C)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC(=O)C3=C2C(=O)C(C(C3)(C)C=C)O)C)C
• InChI: InChI=1S/C20H28O3/c1-6-19(4)11-12-13(21)10-14-18(2,3)8-7-9-20(14,5)15(12)16(22)17(19)23/h6,14,17,23H,1,7-11H2,2-5H3
• InChI Key: NENSRVNWZVYARF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.61
• 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	+	0.9973	99.73%
Caco-2	+	0.6707	67.07%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8607	86.07%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.8710	87.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.6259	62.59%
P-glycoprotein inhibitior	-	0.8118	81.18%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	+	0.5969	59.69%
CYP2C9 substrate	-	0.7411	74.11%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.6636	66.36%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.8222	82.22%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.9109	91.09%
CYP2C8 inhibition	-	0.7631	76.31%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5854	58.54%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8485	84.85%
Skin irritation	+	0.5266	52.66%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5514	55.14%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5470	54.70%
skin sensitisation	+	0.5329	53.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4791	47.91%
Acute Oral Toxicity (c)	III	0.6912	69.12%
Estrogen receptor binding	-	0.4875	48.75%
Androgen receptor binding	+	0.6005	60.05%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.7569	75.69%
Aromatase binding	-	0.5264	52.64%
PPAR gamma	-	0.5540	55.40%
Honey bee toxicity	-	0.7773	77.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	95.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.68%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	88.97%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.45%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.13%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.81%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.09%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.14%	93.04%
CHEMBL1977	P11473	Vitamin D receptor	80.83%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.32%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.15%	94.75%

Plants that contains it

• Vellozia compacta

Cross-Links

• PubChem: 14287370
• LOTUS: LTS0122818
• wikiData: Q104172404