1-(3,8,12,14,17-Pentahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl)ethanone

Details

• Internal ID: d8b2ca0a-1509-4881-8320-81e23ee71255
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-(3,8,12,14,17-pentahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl)ethanone
• SMILES (Canonical): CC(=O)C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)O)C)O)O
• SMILES (Isomeric): CC(=O)C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)O)C)O)O
• InChI: InChI=1S/C21H32O6/c1-12(22)19(25)8-9-21(27)18(19,3)16(24)11-15-17(2)6-5-14(23)10-13(17)4-7-20(15,21)26/h4,14-16,23-27H,5-11H2,1-3H3
• InChI Key: ATMZVVNNICECKQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.21988874 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.83
• 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	+	0.9860	98.60%
Caco-2	-	0.6026	60.26%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	+	0.7011	70.11%
P-glycoprotein inhibitior	-	0.9283	92.83%
P-glycoprotein substrate	+	0.5273	52.73%
CYP3A4 substrate	+	0.6892	68.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8133	81.33%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.8620	86.20%
CYP2C19 inhibition	-	0.7983	79.83%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.8484	84.84%
CYP2C8 inhibition	+	0.4438	44.38%
CYP inhibitory promiscuity	-	0.9445	94.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5726	57.26%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9548	95.48%
Skin irritation	+	0.6685	66.85%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7323	73.23%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	-	0.8012	80.12%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7305	73.05%
Acute Oral Toxicity (c)	I	0.3294	32.94%
Estrogen receptor binding	+	0.7981	79.81%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.6854	68.54%
Glucocorticoid receptor binding	+	0.8313	83.13%
Aromatase binding	+	0.7403	74.03%
PPAR gamma	-	0.6494	64.94%
Honey bee toxicity	-	0.7447	74.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	95.43%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.26%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.87%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.86%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.72%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	82.16%	95.93%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 12311275
• LOTUS: LTS0051950
• wikiData: Q104918554