(4aS,7S,8aS,10aR)-7-[(1R)-1,2-dihydroxyethyl]-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydrophenanthren-2-one

Details

• Internal ID: be90e5ce-fba2-416e-8804-e63aa361262e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,7S,8aS,10aR)-7-[(1R)-1,2-dihydroxyethyl]-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydrophenanthren-2-one
• InChI: InChI=1S/C20H32O3/c1-18(2)15-6-5-13-11-19(3,17(23)12-21)9-7-14(13)20(15,4)10-8-16(18)22/h7,13,15,17,21,23H,5-6,8-12H2,1-4H3/t13-,15-,17-,19-,20+/m0/s1
• InChI Key: JVWZWSDWGZGHPG-HRSMJWBKSA-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: 2.90
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6517	65.17%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8789	87.89%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5352	53.52%
BSEP inhibitior	-	0.5888	58.88%
P-glycoprotein inhibitior	-	0.7076	70.76%
P-glycoprotein substrate	-	0.7815	78.15%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	0.8326	83.26%
CYP2D6 substrate	-	0.8034	80.34%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.8645	86.45%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8916	89.16%
CYP2C8 inhibition	-	0.7285	72.85%
CYP inhibitory promiscuity	-	0.8936	89.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9721	97.21%
Skin irritation	-	0.5827	58.27%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6793	67.93%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7663	76.63%
skin sensitisation	-	0.7558	75.58%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8527	85.27%
Acute Oral Toxicity (c)	III	0.7430	74.30%
Estrogen receptor binding	+	0.6674	66.74%
Androgen receptor binding	-	0.5249	52.49%
Thyroid receptor binding	+	0.6646	66.46%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	+	0.6997	69.97%
PPAR gamma	-	0.5385	53.85%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9798	97.98%

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	96.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.48%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.79%	97.25%
CHEMBL240	Q12809	HERG	88.37%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.59%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.70%	90.17%
CHEMBL259	P32245	Melanocortin receptor 4	81.82%	95.38%
CHEMBL4040	P28482	MAP kinase ERK2	80.97%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	80.82%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.34%	100.00%

Plants that contains it

• Ambrosia arborescens

Cross-Links

• PubChem: 46223441
• LOTUS: LTS0089151
• wikiData: Q105136002