(2S,4bS,8aS)-2-ethenyl-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1H-phenanthrene-4,10-dione

Details

• Internal ID: 6cbecc5a-871a-4cc7-af80-fdfce2069341
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,4bS,8aS)-2-ethenyl-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)CC(C3)(C)C=C)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC(=O)C3=C2C(=O)C[C@@](C3)(C)C=C)(C)C
• InChI: InChI=1S/C20H28O2/c1-6-19(4)11-13-14(21)10-16-18(2,3)8-7-9-20(16,5)17(13)15(22)12-19/h6,16H,1,7-12H2,2-5H3/t16-,19-,20-/m0/s1
• InChI Key: UDVYNNUMZDSKNV-VDGAXYAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8261	82.61%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6754	67.54%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.5779	57.79%
P-glycoprotein inhibitior	-	0.7441	74.41%
P-glycoprotein substrate	-	0.8940	89.40%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.7147	71.47%
CYP2C19 inhibition	+	0.5471	54.71%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	-	0.7637	76.37%
CYP inhibitory promiscuity	-	0.8666	86.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5248	52.48%
Eye corrosion	-	0.9764	97.64%
Eye irritation	-	0.7777	77.77%
Skin irritation	-	0.5503	55.03%
Skin corrosion	-	0.9702	97.02%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6931	69.31%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6041	60.41%
skin sensitisation	+	0.7251	72.51%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5502	55.02%
Acute Oral Toxicity (c)	III	0.8569	85.69%
Estrogen receptor binding	-	0.5402	54.02%
Androgen receptor binding	-	0.4868	48.68%
Thyroid receptor binding	-	0.5144	51.44%
Glucocorticoid receptor binding	-	0.4875	48.75%
Aromatase binding	-	0.6102	61.02%
PPAR gamma	+	0.5187	51.87%
Honey bee toxicity	-	0.6558	65.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.45%	94.75%
CHEMBL1902	P62942	FK506-binding protein 1A	88.30%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.55%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.36%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.11%	93.04%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.93%	86.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.14%	97.79%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.41%	98.00%

Plants that contains it

• Vellozia compacta

Cross-Links

• PubChem: 163064840
• LOTUS: LTS0173824
• wikiData: Q105270544