(1R,4aS,4bS,5S,6S,8aS,10aR)-2-ethyl-5,6-dihydroxy-1,4b,8,8-tetramethyl-4a,5,6,7,8a,9,10,10a-octahydro-1H-phenanthren-4-one

Details

• Internal ID: 8a6c5209-dee3-4d55-9c09-233178f05900
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Isocopalane and spongiane diterpenoids
• IUPAC Name: (1R,4aS,4bS,5S,6S,8aS,10aR)-2-ethyl-5,6-dihydroxy-1,4b,8,8-tetramethyl-4a,5,6,7,8a,9,10,10a-octahydro-1H-phenanthren-4-one
• InChI: InChI=1S/C20H32O3/c1-6-12-9-14(21)17-13(11(12)2)7-8-16-19(3,4)10-15(22)18(23)20(16,17)5/h9,11,13,15-18,22-23H,6-8,10H2,1-5H3/t11-,13+,15-,16-,17+,18+,20-/m0/s1
• InChI Key: WDILQAJLZVUUEY-KCQAYJSMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• 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	+	0.7507	75.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7836	78.36%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7339	73.39%
P-glycoprotein inhibitior	-	0.8402	84.02%
P-glycoprotein substrate	-	0.6319	63.19%
CYP3A4 substrate	+	0.5910	59.10%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.5304	53.04%
CYP2C9 inhibition	-	0.8460	84.60%
CYP2C19 inhibition	-	0.7495	74.95%
CYP2D6 inhibition	-	0.9261	92.61%
CYP1A2 inhibition	-	0.9168	91.68%
CYP2C8 inhibition	-	0.8069	80.69%
CYP inhibitory promiscuity	-	0.7721	77.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9856	98.56%
Skin irritation	+	0.5118	51.18%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.7901	79.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.5698	56.98%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6335	63.35%
skin sensitisation	-	0.5305	53.05%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8235	82.35%
Acute Oral Toxicity (c)	III	0.6138	61.38%
Estrogen receptor binding	+	0.7560	75.60%
Androgen receptor binding	+	0.6770	67.70%
Thyroid receptor binding	+	0.7346	73.46%
Glucocorticoid receptor binding	+	0.7465	74.65%
Aromatase binding	-	0.5622	56.22%
PPAR gamma	-	0.6397	63.97%
Honey bee toxicity	-	0.8252	82.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.08%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.53%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.13%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.55%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	87.41%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	81.95%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%

Plants that contains it

• Osteospermum muricatum

Cross-Links

• PubChem: 163096534
• LOTUS: LTS0022552
• wikiData: Q105302383