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

Details

• Internal ID: d20a1553-6e0c-4d78-b657-8c561efef796
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(3S,8S,9R,10S,13S,14R)-3-hydroxy-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CCC2C1CCC3C2CC=C4C3CCC(C4)O
• SMILES (Isomeric): CC(=O)C1=CC[C@H]2[C@@H]1CC[C@@H]3[C@@H]2CC=C4[C@H]3CC[C@@H](C4)O
• InChI: InChI=1S/C19H26O2/c1-11(20)14-6-7-19-16(14)8-9-17-15-5-3-13(21)10-12(15)2-4-18(17)19/h2,6,13,15-19,21H,3-5,7-10H2,1H3/t13-,15+,16+,17-,18-,19-/m0/s1
• InChI Key: WCOGCXNOODOZBU-HNKCEKSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6346	63.46%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6293	62.93%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5957	59.57%
P-glycoprotein inhibitior	-	0.8158	81.58%
P-glycoprotein substrate	-	0.7259	72.59%
CYP3A4 substrate	+	0.5100	51.00%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.8642	86.42%
CYP2C9 inhibition	-	0.9200	92.00%
CYP2C19 inhibition	-	0.8178	81.78%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.7162	71.62%
CYP2C8 inhibition	-	0.8355	83.55%
CYP inhibitory promiscuity	-	0.8329	83.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4455	44.55%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.9632	96.32%
Skin irritation	-	0.6670	66.70%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4290	42.90%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	+	0.6870	68.70%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.8139	81.39%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4724	47.24%
Acute Oral Toxicity (c)	III	0.5672	56.72%
Estrogen receptor binding	+	0.7371	73.71%
Androgen receptor binding	+	0.7617	76.17%
Thyroid receptor binding	+	0.6141	61.41%
Glucocorticoid receptor binding	+	0.6158	61.58%
Aromatase binding	-	0.6873	68.73%
PPAR gamma	-	0.7225	72.25%
Honey bee toxicity	-	0.8541	85.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8506	85.06%

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	94.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.15%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	87.54%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.40%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.46%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.63%	89.00%

Plants that contains it

• Veratrum grandiflorum

Cross-Links

• PubChem: 163011509
• LOTUS: LTS0172015
• wikiData: Q105301915