(4aS,4bR,7S,10aS)-7-(2-hydroxyacetyl)-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one

Details

• Internal ID: f140c763-06a8-4b69-93e6-01313942cd6c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: (4aS,4bR,7S,10aS)-7-(2-hydroxyacetyl)-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydrophenanthren-2-one
• SMILES (Canonical): CC1(C2CCC3=CC(CCC3C2(CCC1=O)C)(C)C(=O)CO)C
• SMILES (Isomeric): C[C@@]1(CC[C@@H]2C(=C1)CC[C@H]3[C@]2(CCC(=O)C3(C)C)C)C(=O)CO
• InChI: InChI=1S/C20H30O3/c1-18(2)15-6-5-13-11-19(3,17(23)12-21)9-7-14(13)20(15,4)10-8-16(18)22/h11,14-15,21H,5-10,12H2,1-4H3/t14-,15-,19+,20+/m1/s1
• InChI Key: UCBCVZYUYREXOT-IPZZXCBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7149	71.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8875	88.75%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6436	64.36%
BSEP inhibitior	+	0.7401	74.01%
P-glycoprotein inhibitior	+	0.5978	59.78%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	+	0.5734	57.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.7121	71.21%
CYP2C9 inhibition	-	0.8038	80.38%
CYP2C19 inhibition	-	0.8222	82.22%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.8675	86.75%
CYP2C8 inhibition	-	0.7219	72.19%
CYP inhibitory promiscuity	-	0.8289	82.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9445	94.45%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6920	69.20%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7263	72.63%
skin sensitisation	-	0.7382	73.82%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4684	46.84%
Acute Oral Toxicity (c)	III	0.8224	82.24%
Estrogen receptor binding	+	0.7714	77.14%
Androgen receptor binding	+	0.6272	62.72%
Thyroid receptor binding	+	0.8155	81.55%
Glucocorticoid receptor binding	+	0.8877	88.77%
Aromatase binding	+	0.6143	61.43%
PPAR gamma	+	0.6764	67.64%
Honey bee toxicity	-	0.8478	84.78%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.46%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.35%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.10%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.69%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.35%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	80.06%	90.17%

Plants that contains it

• Euphorbia plumerioides

Cross-Links

• PubChem: 14635535
• LOTUS: LTS0193694
• wikiData: Q105269781