6-Hydroxy-7-(1-hydroxypropan-2-yl)-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

Details

• Internal ID: 68544ab7-51dc-4991-8023-20763cd1cecf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 6-hydroxy-7-(1-hydroxypropan-2-yl)-1,1,4a-trimethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione
• SMILES (Canonical): CC(CO)C1=C(C=C2C(=C1)C(=O)CC3C2(CCC(=O)C3(C)C)C)O
• SMILES (Isomeric): CC(CO)C1=C(C=C2C(=C1)C(=O)CC3C2(CCC(=O)C3(C)C)C)O
• InChI: InChI=1S/C20H26O4/c1-11(10-21)12-7-13-14(8-15(12)22)20(4)6-5-18(24)19(2,3)17(20)9-16(13)23/h7-8,11,17,21-22H,5-6,9-10H2,1-4H3
• InChI Key: WIKUREAQNLQTSC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 4
• 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	+	0.9906	99.06%
Caco-2	+	0.5939	59.39%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9265	92.65%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.8302	83.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6814	68.14%
BSEP inhibitior	-	0.4517	45.17%
P-glycoprotein inhibitior	-	0.8504	85.04%
P-glycoprotein substrate	-	0.7926	79.26%
CYP3A4 substrate	+	0.5895	58.95%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	-	0.7810	78.10%
CYP3A4 inhibition	+	0.5594	55.94%
CYP2C9 inhibition	-	0.8018	80.18%
CYP2C19 inhibition	-	0.8735	87.35%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	+	0.6060	60.60%
CYP2C8 inhibition	-	0.7733	77.33%
CYP inhibitory promiscuity	-	0.7838	78.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.7226	72.26%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8649	86.49%
Skin irritation	-	0.7318	73.18%
Skin corrosion	-	0.9714	97.14%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6584	65.84%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7484	74.84%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7002	70.02%
Acute Oral Toxicity (c)	III	0.7294	72.94%
Estrogen receptor binding	-	0.6853	68.53%
Androgen receptor binding	-	0.5498	54.98%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.7719	77.19%
Aromatase binding	-	0.6110	61.10%
PPAR gamma	+	0.7557	75.57%
Honey bee toxicity	-	0.7960	79.60%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	98.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.39%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.11%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	88.74%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.76%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.42%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.05%	95.83%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.32%	85.11%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 14543705
• LOTUS: LTS0208169
• wikiData: Q105306313