(2S,3R,4aR,4bS,7S,8aS)-7-[(1R)-1,2-dihydroxyethyl]-1,1,4b,7-tetramethyl-3,4,4a,5,6,8,8a,9-octahydro-2H-phenanthrene-2,3-diol

Details

• Internal ID: 21a4310c-0b36-45df-8061-b2c65e140cb3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,3R,4aR,4bS,7S,8aS)-7-[(1R)-1,2-dihydroxyethyl]-1,1,4b,7-tetramethyl-3,4,4a,5,6,8,8a,9-octahydro-2H-phenanthrene-2,3-diol
• InChI: InChI=1S/C20H34O4/c1-18(2)13-6-5-12-10-19(3,16(23)11-21)7-8-20(12,4)14(13)9-15(22)17(18)24/h6,12,14-17,21-24H,5,7-11H2,1-4H3/t12-,14-,15+,16-,17+,19-,20-/m0/s1
• InChI Key: QPLXPTUEQLEOGR-KMTFSWQUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.5173	51.73%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7972	79.72%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.8942	89.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5333	53.33%
BSEP inhibitior	-	0.8829	88.29%
P-glycoprotein inhibitior	-	0.8906	89.06%
P-glycoprotein substrate	-	0.6096	60.96%
CYP3A4 substrate	+	0.5957	59.57%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.7580	75.80%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	-	0.8323	83.23%
CYP inhibitory promiscuity	-	0.8996	89.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7475	74.75%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9590	95.90%
Skin irritation	-	0.5837	58.37%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7215	72.15%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6172	61.72%
skin sensitisation	-	0.7751	77.51%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8383	83.83%
Acute Oral Toxicity (c)	III	0.7107	71.07%
Estrogen receptor binding	+	0.7572	75.72%
Androgen receptor binding	-	0.5190	51.90%
Thyroid receptor binding	+	0.7521	75.21%
Glucocorticoid receptor binding	+	0.7239	72.39%
Aromatase binding	+	0.6523	65.23%
PPAR gamma	-	0.5568	55.68%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9771	97.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.32%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.93%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.97%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.30%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.28%	90.17%

Plants that contains it

• Hymenothrix glandulopubescens

Cross-Links

• PubChem: 162852875
• LOTUS: LTS0143245
• wikiData: Q105225473