6-hydroxy-2,4a,8a-trimethyl-8-methylidene-7-oxo-3,4,4b,9,10,10a-hexahydro-1H-phenanthrene-2-carboxylic acid

Details

• Internal ID: f0ec53fb-5b61-4ef9-aa67-27115f31abd4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 6-hydroxy-2,4a,8a-trimethyl-8-methylidene-7-oxo-3,4,4b,9,10,10a-hexahydro-1H-phenanthrene-2-carboxylic acid
• InChI: InChI=1S/C19H26O4/c1-11-15(21)13(20)9-14-18(11,3)6-5-12-10-17(2,16(22)23)7-8-19(12,14)4/h9,12,14,20H,1,5-8,10H2,2-4H3,(H,22,23)
• InChI Key: CVAILKMOFONEDU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₄
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 3
• 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	+	0.9798	97.98%
Caco-2	+	0.7507	75.07%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8212	82.12%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	-	0.3847	38.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5592	55.92%
BSEP inhibitior	-	0.9059	90.59%
P-glycoprotein inhibitior	-	0.8301	83.01%
P-glycoprotein substrate	-	0.8209	82.09%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	0.7739	77.39%
CYP2D6 substrate	-	0.9120	91.20%
CYP3A4 inhibition	-	0.7536	75.36%
CYP2C9 inhibition	-	0.8904	89.04%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.7984	79.84%
CYP2C8 inhibition	-	0.7717	77.17%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6580	65.80%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.7018	70.18%
Skin irritation	+	0.6096	60.96%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7229	72.29%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5631	56.31%
skin sensitisation	+	0.5106	51.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7093	70.93%
Acute Oral Toxicity (c)	III	0.6455	64.55%
Estrogen receptor binding	-	0.5167	51.67%
Androgen receptor binding	-	0.6221	62.21%
Thyroid receptor binding	+	0.6182	61.82%
Glucocorticoid receptor binding	+	0.6845	68.45%
Aromatase binding	+	0.6812	68.12%
PPAR gamma	-	0.6668	66.68%
Honey bee toxicity	-	0.8641	86.41%
Biodegradation	-	0.8250	82.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.80%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.32%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.61%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.23%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.57%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.24%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.75%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.70%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	82.23%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.39%	94.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.20%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%

Plants that contains it

• Endospermum diadenum

Cross-Links

• PubChem: 85447401
• LOTUS: LTS0247433
• wikiData: Q104970612