9-Hydroxy-6-methoxy-9b-methyl-7-propan-2-yl-3,3b,4,5,10,11-hexahydronaphtho[2,1-e][2]benzofuran-1-one

Details

• Internal ID: 90da1c6b-1eda-409a-8864-029afceab1ec
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 9-hydroxy-6-methoxy-9b-methyl-7-propan-2-yl-3,3b,4,5,10,11-hexahydronaphtho[2,1-e][2]benzofuran-1-one
• SMILES (Canonical): CC(C)C1=CC(=C2C(=C1OC)CCC3C2(CCC4=C3COC4=O)C)O
• SMILES (Isomeric): CC(C)C1=CC(=C2C(=C1OC)CCC3C2(CCC4=C3COC4=O)C)O
• InChI: InChI=1S/C21H26O4/c1-11(2)14-9-17(22)18-13(19(14)24-4)5-6-16-15-10-25-20(23)12(15)7-8-21(16,18)3/h9,11,16,22H,5-8,10H2,1-4H3
• InChI Key: YQHBJMHUMJXFDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.18310931 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8096	80.96%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8686	86.86%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.5658	56.58%
P-glycoprotein inhibitior	-	0.7787	77.87%
P-glycoprotein substrate	-	0.7215	72.15%
CYP3A4 substrate	+	0.6589	65.89%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	+	0.7651	76.51%
CYP2C9 inhibition	+	0.6927	69.27%
CYP2C19 inhibition	+	0.6957	69.57%
CYP2D6 inhibition	-	0.7431	74.31%
CYP1A2 inhibition	+	0.8796	87.96%
CYP2C8 inhibition	-	0.6448	64.48%
CYP inhibitory promiscuity	+	0.6174	61.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5734	57.34%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.7567	75.67%
Skin irritation	-	0.7207	72.07%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5458	54.58%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8310	83.10%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7879	78.79%
Acute Oral Toxicity (c)	III	0.5141	51.41%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	+	0.7274	72.74%
Glucocorticoid receptor binding	+	0.7809	78.09%
Aromatase binding	-	0.6707	67.07%
PPAR gamma	+	0.7374	73.74%
Honey bee toxicity	-	0.7320	73.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.39%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.01%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.63%	96.77%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.57%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.01%	92.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.64%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.13%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.91%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.24%	85.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.22%	99.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.14%	100.00%
CHEMBL2535	P11166	Glucose transporter	87.12%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	87.08%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.19%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.62%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.45%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.16%	95.89%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	83.29%	95.55%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.93%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.70%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.54%	95.89%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 5320117
• NPASS: NPC229705
• LOTUS: LTS0233172
• wikiData: Q105352217