(2R,4aS,4bS,5R,7S,10aR)-7-[(1S)-1,2-dihydroxyethyl]-2,5-dihydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one

Details

• Internal ID: 52cdff62-24ca-4ecd-82bc-c7f758d847f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,4aS,4bS,5R,7S,10aR)-7-[(1S)-1,2-dihydroxyethyl]-2,5-dihydroxy-1,1,4a,7-tetramethyl-2,4,4b,5,6,9,10,10a-octahydrophenanthren-3-one
• InChI: InChI=1S/C20H32O5/c1-18(2)14-6-5-11-7-19(3,15(24)10-21)8-12(22)16(11)20(14,4)9-13(23)17(18)25/h7,12,14-17,21-22,24-25H,5-6,8-10H2,1-4H3/t12-,14+,15-,16-,17+,19-,20+/m1/s1
• InChI Key: HZHAWJCCSVCILJ-YBBKKWCSSA-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: 1.10
• 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	+	0.9909	99.09%
Caco-2	+	0.4924	49.24%
Blood Brain Barrier	+	0.5635	56.35%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8836	88.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9206	92.06%
OATP1B3 inhibitior	+	0.8627	86.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5174	51.74%
BSEP inhibitior	+	0.6524	65.24%
P-glycoprotein inhibitior	-	0.8810	88.10%
P-glycoprotein substrate	-	0.6224	62.24%
CYP3A4 substrate	+	0.6337	63.37%
CYP2C9 substrate	-	0.8326	83.26%
CYP2D6 substrate	-	0.8034	80.34%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.9060	90.60%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.9023	90.23%
CYP2C8 inhibition	-	0.8238	82.38%
CYP inhibitory promiscuity	-	0.9241	92.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7396	73.96%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9720	97.20%
Skin irritation	-	0.5440	54.40%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5406	54.06%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7169	71.69%
skin sensitisation	-	0.7946	79.46%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7506	75.06%
Acute Oral Toxicity (c)	III	0.7556	75.56%
Estrogen receptor binding	+	0.7299	72.99%
Androgen receptor binding	+	0.6155	61.55%
Thyroid receptor binding	+	0.6891	68.91%
Glucocorticoid receptor binding	+	0.9091	90.91%
Aromatase binding	+	0.6553	65.53%
PPAR gamma	-	0.6906	69.06%
Honey bee toxicity	-	0.8300	83.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9833	98.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.53%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.24%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.95%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 101722987
• LOTUS: LTS0237686
• wikiData: Q105035678