CID 12309368

Details

• Internal ID: f6216178-2a28-407b-9d7e-079cf1bb6c4b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-[(3S,8R,9S,10R,11S,12S,13S,14S,17S)-3,11,12,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1CCC2(C1(C(C(C3C2CC=C4C3(CCC(C4)O)C)O)O)C)O
• SMILES (Isomeric): CC(=O)[C@H]1CC[C@]2([C@@]1([C@@H]([C@H]([C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)O)O)C)O
• InChI: InChI=1S/C21H32O5/c1-11(22)14-7-9-21(26)15-5-4-12-10-13(23)6-8-19(12,2)16(15)17(24)18(25)20(14,21)3/h4,13-18,23-26H,5-10H2,1-3H3/t13-,14+,15+,16+,17-,18+,19-,20-,21-/m0/s1
• InChI Key: CVHASQAGSWPYGV-VVTARLSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 1-[(3S,8R,9S,10R,11S,12S,13S,14S,17S)-3,11,12,14-Tetrahydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	-	0.6162	61.62%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	+	0.5714	57.14%
P-glycoprotein inhibitior	-	0.8717	87.17%
P-glycoprotein substrate	+	0.5258	52.58%
CYP3A4 substrate	+	0.6677	66.77%
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	-	0.5617	56.17%
CYP inhibitory promiscuity	-	0.9445	94.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5726	57.26%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9743	97.43%
Skin irritation	+	0.6685	66.85%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6696	66.96%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.8012	80.12%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5712	57.12%
Acute Oral Toxicity (c)	I	0.3294	32.94%
Estrogen receptor binding	+	0.7987	79.87%
Androgen receptor binding	+	0.7047	70.47%
Thyroid receptor binding	+	0.6672	66.72%
Glucocorticoid receptor binding	+	0.8507	85.07%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	-	0.7211	72.11%
Honey bee toxicity	-	0.8406	84.06%
Biodegradation	-	0.8500	85.00%
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	97.38%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.65%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.38%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.04%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.74%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.55%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.94%	92.50%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 12309368
• LOTUS: LTS0156958
• wikiData: Q104970743