(4bR,8aR)-3,8a-dimethoxy-4b,8,8-trimethyl-2-prop-1-en-2-yl-6,7,9,10-tetrahydrophenanthrene-1,4,5-trione

Details

• Internal ID: f6af8b17-cca5-4302-91d8-99c2fe65fc1f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bR,8aR)-3,8a-dimethoxy-4b,8,8-trimethyl-2-prop-1-en-2-yl-6,7,9,10-tetrahydrophenanthrene-1,4,5-trione
• InChI: InChI=1S/C22H28O5/c1-12(2)15-17(24)13-8-11-22(27-7)20(3,4)10-9-14(23)21(22,5)16(13)18(25)19(15)26-6/h1,8-11H2,2-7H3/t21-,22-/m1/s1
• InChI Key: IZLUYJAJUKKZHI-FGZHOGPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₅
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.19367399 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 5
• 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	+	0.9955	99.55%
Caco-2	+	0.7079	70.79%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7180	71.80%
P-glycoprotein inhibitior	-	0.5544	55.44%
P-glycoprotein substrate	-	0.7900	79.00%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.5954	59.54%
CYP2C9 inhibition	-	0.8072	80.72%
CYP2C19 inhibition	-	0.7916	79.16%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.7610	76.10%
CYP2C8 inhibition	-	0.8551	85.51%
CYP inhibitory promiscuity	-	0.9124	91.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.6082	60.82%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.6855	68.55%
Skin irritation	-	0.5826	58.26%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4122	41.22%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5019	50.19%
skin sensitisation	-	0.6951	69.51%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.6391	63.91%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	+	0.6603	66.03%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	-	0.5142	51.42%
Aromatase binding	+	0.5944	59.44%
PPAR gamma	+	0.6492	64.92%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.27%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.72%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.65%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.23%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.31%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.39%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.99%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.62%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.86%	86.33%

Plants that contains it

• Salvia bracteata

Cross-Links

• PubChem: 163104509
• LOTUS: LTS0095256
• wikiData: Q105123301