7-Hydroxy-2,4a,8,8a-tetramethyl-6-oxo-1,3,4,4b,5,9,10,10a-octahydrophenanthrene-2-carboxylic acid

Details

• Internal ID: 6de15acc-e89f-4cee-8929-7c03e3e33620
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 7-hydroxy-2,4a,8,8a-tetramethyl-6-oxo-1,3,4,4b,5,9,10,10a-octahydrophenanthrene-2-carboxylic acid
• SMILES (Canonical): CC1=C(C(=O)CC2C1(CCC3C2(CCC(C3)(C)C(=O)O)C)C)O
• SMILES (Isomeric): CC1=C(C(=O)CC2C1(CCC3C2(CCC(C3)(C)C(=O)O)C)C)O
• InChI: InChI=1S/C19H28O4/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/h12,14,21H,5-10H2,1-4H3,(H,22,23)
• InChI Key: LPHDABIHBXFBNX-UHFFFAOYSA-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: 3.60
• Atomic LogP (AlogP): 4.10
• 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	+	0.9829	98.29%
Caco-2	+	0.8703	87.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8555	85.55%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	-	0.2569	25.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5592	55.92%
BSEP inhibitior	-	0.8133	81.33%
P-glycoprotein inhibitior	-	0.7617	76.17%
P-glycoprotein substrate	-	0.8591	85.91%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9027	90.27%
CYP3A4 inhibition	-	0.7979	79.79%
CYP2C9 inhibition	-	0.9563	95.63%
CYP2C19 inhibition	-	0.9499	94.99%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	-	0.8293	82.93%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.5889	58.89%
Skin irritation	+	0.6627	66.27%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7879	78.79%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5434	54.34%
skin sensitisation	-	0.5718	57.18%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5541	55.41%
Acute Oral Toxicity (c)	III	0.5663	56.63%
Estrogen receptor binding	+	0.7019	70.19%
Androgen receptor binding	-	0.5536	55.36%
Thyroid receptor binding	+	0.7020	70.20%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	+	0.6564	65.64%
PPAR gamma	-	0.5508	55.08%
Honey bee toxicity	-	0.8723	87.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	92.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.78%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.23%	90.17%
CHEMBL220	P22303	Acetylcholinesterase	86.30%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.21%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.01%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.66%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.76%	93.04%
CHEMBL259	P32245	Melanocortin receptor 4	80.29%	95.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.12%	97.25%

Plants that contains it

• Endospermum diadenum

Cross-Links

• PubChem: 85447400
• LOTUS: LTS0259389
• wikiData: Q105155173