(2S,4aR,4bR,8R,8aR)-2,4b,8-trimethyl-2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,8-dicarboxylic acid

Details

• Internal ID: 4feeb35a-6a35-43b9-82cb-27fab062a21e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid acids > 4-carboxy steroids
• IUPAC Name: (2S,4aR,4bR,8R,8aR)-2,4b,8-trimethyl-2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,8-dicarboxylic acid
• SMILES (Canonical): CC1CCC2C(=C1C(=O)O)CCC3C2(CCCC3(C)C(=O)O)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2C(=C1C(=O)O)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C
• InChI: InChI=1S/C19H28O4/c1-11-5-7-13-12(15(11)16(20)21)6-8-14-18(13,2)9-4-10-19(14,3)17(22)23/h11,13-14H,4-10H2,1-3H3,(H,20,21)(H,22,23)/t11-,13-,14+,18+,19+/m0/s1
• InChI Key: FZMONKRUPXQHKO-HDKDJTITSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.8031	80.31%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7776	77.76%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.7958	79.58%
OATP1B3 inhibitior	-	0.4898	48.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5592	55.92%
BSEP inhibitior	-	0.5808	58.08%
P-glycoprotein inhibitior	-	0.8124	81.24%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8627	86.27%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	-	0.9048	90.48%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.7712	77.12%
CYP2C8 inhibition	-	0.7829	78.29%
CYP inhibitory promiscuity	-	0.9038	90.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6519	65.19%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8213	82.13%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5206	52.06%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6123	61.23%
skin sensitisation	+	0.8089	80.89%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6632	66.32%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7282	72.82%
Acute Oral Toxicity (c)	III	0.6583	65.83%
Estrogen receptor binding	+	0.6588	65.88%
Androgen receptor binding	+	0.5430	54.30%
Thyroid receptor binding	+	0.7200	72.00%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	-	0.6447	64.47%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9506	95.06%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.75%	96.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.74%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.42%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.34%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.75%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.12%	92.94%

Plants that contains it

• Pinus sylvestris

Cross-Links

• PubChem: 162947737
• LOTUS: LTS0266553
• wikiData: Q105005030