(2S,4aS,4bR,7R,8aR)-7-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthrene-2-carboxylic acid

Details

• Internal ID: eaa19ccb-63f2-469c-96a2-66d87ee45ea7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: (2S,4aS,4bR,7R,8aR)-7-hydroxy-2,4b,8,8-tetramethyl-3,4,4a,5,6,7,8a,9-octahydro-1H-phenanthrene-2-carboxylic acid
• SMILES (Canonical): CC1(C(CCC2(C1CC=C3C2CCC(C3)(C)C(=O)O)C)O)C
• SMILES (Isomeric): C[C@@]1(CC[C@H]2C(=CC[C@@H]3[C@@]2(CC[C@H](C3(C)C)O)C)C1)C(=O)O
• InChI: InChI=1S/C19H30O3/c1-17(2)14-6-5-12-11-18(3,16(21)22)9-7-13(12)19(14,4)10-8-15(17)20/h5,13-15,20H,6-11H2,1-4H3,(H,21,22)/t13-,14-,15+,18-,19+/m0/s1
• InChI Key: HAMIBANAKAZPDA-IJCKYZCQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7853	78.53%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5822	58.22%
P-glycoprotein inhibitior	-	0.8953	89.53%
P-glycoprotein substrate	-	0.8558	85.58%
CYP3A4 substrate	+	0.5780	57.80%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	-	0.8972	89.72%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9194	91.94%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5365	53.65%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.5967	59.67%
Androgen receptor binding	+	0.5616	56.16%
Thyroid receptor binding	+	0.7496	74.96%
Glucocorticoid receptor binding	+	0.8412	84.12%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.5589	55.89%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.93%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.58%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.73%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.41%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.08%	95.56%
CHEMBL5028	O14672	ADAM10	80.88%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.18%	100.00%

Plants that contains it

• Agathis macrophylla

Cross-Links

• PubChem: 14313649
• LOTUS: LTS0006364
• wikiData: Q105024939