1-[(3S,5S,8S,9R,10S,13R,14S,15R,16S,17R)-3,8,14,15,16-pentahydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Details

• Internal ID: 475c93c5-2e3d-40d7-9e3b-93adc97ebad0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-[(3S,5S,8S,9R,10S,13R,14S,15R,16S,17R)-3,8,14,15,16-pentahydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• InChI: InChI=1S/C21H34O6/c1-11(22)15-16(24)17(25)21(27)19(15,3)8-6-14-18(2)7-5-13(23)10-12(18)4-9-20(14,21)26/h12-17,23-27H,4-10H2,1-3H3/t12-,13-,14+,15-,16-,17+,18-,19+,20-,21+/m0/s1
• InChI Key: OFRHDDLUFVBVKA-HCFVSKJESA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₆
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.23553880 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9630	96.30%
Caco-2	-	0.7180	71.80%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6452	64.52%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.6309	63.09%
P-glycoprotein inhibitior	-	0.8545	85.45%
P-glycoprotein substrate	-	0.8029	80.29%
CYP3A4 substrate	+	0.6533	65.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7939	79.39%
CYP3A4 inhibition	-	0.8231	82.31%
CYP2C9 inhibition	-	0.8347	83.47%
CYP2C19 inhibition	-	0.8300	83.00%
CYP2D6 inhibition	-	0.9640	96.40%
CYP1A2 inhibition	-	0.6235	62.35%
CYP2C8 inhibition	-	0.8401	84.01%
CYP inhibitory promiscuity	-	0.9802	98.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6429	64.29%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9420	94.20%
Skin irritation	+	0.6700	67.00%
Skin corrosion	-	0.8983	89.83%
Ames mutagenesis	-	0.8137	81.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6550	65.50%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6696	66.96%
skin sensitisation	-	0.8183	81.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5360	53.60%
Acute Oral Toxicity (c)	III	0.4886	48.86%
Estrogen receptor binding	+	0.8558	85.58%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7777	77.77%
Aromatase binding	+	0.7856	78.56%
PPAR gamma	-	0.7059	70.59%
Honey bee toxicity	-	0.8533	85.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9517	95.17%

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	94.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.55%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.30%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	84.47%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.06%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.38%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Asclepias tuberosa

Cross-Links

• PubChem: 10619921
• LOTUS: LTS0199822
• wikiData: Q105191352