(4aS,4bR,5R,7S,8R,10aR)-7-[(1S)-1,2-dihydroxyethyl]-5,8-dihydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydrophenanthren-2-one

Details

• Internal ID: 0b103028-52d6-4fe1-aefd-3ac7c321e134
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,4bR,5R,7S,8R,10aR)-7-[(1S)-1,2-dihydroxyethyl]-5,8-dihydroxy-1,1,4a,7-tetramethyl-3,4,4b,5,6,8,10,10a-octahydrophenanthren-2-one
• InChI: InChI=1S/C20H32O5/c1-18(2)13-6-5-11-16(19(13,3)8-7-14(18)23)12(22)9-20(4,17(11)25)15(24)10-21/h5,12-13,15-17,21-22,24-25H,6-10H2,1-4H3/t12-,13+,15-,16-,17-,19+,20-/m1/s1
• InChI Key: DJRNRZBGCNNCDD-OARIUHISSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 5
• 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	+	0.9807	98.07%
Caco-2	+	0.5346	53.46%
Blood Brain Barrier	+	0.6991	69.91%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8409	84.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	-	0.3610	36.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6057	60.57%
BSEP inhibitior	-	0.5689	56.89%
P-glycoprotein inhibitior	-	0.8389	83.89%
P-glycoprotein substrate	-	0.6914	69.14%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	-	0.8326	83.26%
CYP2D6 substrate	-	0.8034	80.34%
CYP3A4 inhibition	-	0.8708	87.08%
CYP2C9 inhibition	-	0.8398	83.98%
CYP2C19 inhibition	-	0.8705	87.05%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	-	0.9017	90.17%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7371	73.71%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.5461	54.61%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5223	52.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6597	65.97%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7359	73.59%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6429	64.29%
Acute Oral Toxicity (c)	III	0.8175	81.75%
Estrogen receptor binding	+	0.7262	72.62%
Androgen receptor binding	+	0.5985	59.85%
Thyroid receptor binding	+	0.7192	71.92%
Glucocorticoid receptor binding	+	0.7498	74.98%
Aromatase binding	+	0.6203	62.03%
PPAR gamma	-	0.5461	54.61%
Honey bee toxicity	-	0.8125	81.25%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	94.52%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.17%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.75%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.12%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.42%	90.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.20%	85.30%
CHEMBL230	P35354	Cyclooxygenase-2	81.83%	89.63%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 101722986
• LOTUS: LTS0185138
• wikiData: Q104982662