(4bR,8aR)-1-hydroxy-8a-methoxy-4b,8,8-trimethyl-2-prop-1-en-2-yl-6,7,9,10-tetrahydro-5H-phenanthrene-3,4-dione

Details

• Internal ID: 7ff4b745-75e0-4eba-a624-11c4d3f011a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bR,8aR)-1-hydroxy-8a-methoxy-4b,8,8-trimethyl-2-prop-1-en-2-yl-6,7,9,10-tetrahydro-5H-phenanthrene-3,4-dione
• InChI: InChI=1S/C21H28O4/c1-12(2)14-16(22)13-8-11-21(25-6)19(3,4)9-7-10-20(21,5)15(13)18(24)17(14)23/h22H,1,7-11H2,2-6H3/t20-,21-/m1/s1
• InChI Key: AKIVFXSJXSNFJH-NHCUHLMSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.7815	78.15%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8587	85.87%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	-	0.2956	29.56%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.8305	83.05%
P-glycoprotein inhibitior	-	0.7338	73.38%
P-glycoprotein substrate	-	0.8501	85.01%
CYP3A4 substrate	+	0.6265	62.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.6535	65.35%
CYP2C9 inhibition	-	0.7693	76.93%
CYP2C19 inhibition	-	0.6978	69.78%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.6324	63.24%
CYP2C8 inhibition	-	0.8156	81.56%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9563	95.63%
Carcinogenicity (trinary)	Non-required	0.6493	64.93%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.5382	53.82%
Skin irritation	-	0.5189	51.89%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4926	49.26%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6150	61.50%
skin sensitisation	-	0.7397	73.97%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6980	69.80%
Acute Oral Toxicity (c)	III	0.5706	57.06%
Estrogen receptor binding	+	0.7686	76.86%
Androgen receptor binding	+	0.6950	69.50%
Thyroid receptor binding	+	0.5900	59.00%
Glucocorticoid receptor binding	-	0.4774	47.74%
Aromatase binding	+	0.7233	72.33%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.69%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	92.76%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL233	P35372	Mu opioid receptor	90.73%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.07%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.83%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.57%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.16%	100.00%

Plants that contains it

• Salvia bracteata

Cross-Links

• PubChem: 10450195
• LOTUS: LTS0265188
• wikiData: Q104913669