9-hydroxy-8-(hydroxymethyl)-1-(1-hydroxypropan-2-yl)-3a,5a-dimethyl-3,4,5,9,10,10a-hexahydro-2H-cyclohepta[e]inden-6-one

Details

• Internal ID: f5fe9fc4-8872-42cc-b22b-69f2d5ab12b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 9-hydroxy-8-(hydroxymethyl)-1-(1-hydroxypropan-2-yl)-3a,5a-dimethyl-3,4,5,9,10,10a-hexahydro-2H-cyclohepta[e]inden-6-one
• SMILES (Canonical): CC(CO)C1=C2C3CC(C(=CC(=O)C3(CCC2(CC1)C)C)CO)O
• SMILES (Isomeric): CC(CO)C1=C2C3CC(C(=CC(=O)C3(CCC2(CC1)C)C)CO)O
• InChI: InChI=1S/C20H30O4/c1-12(10-21)14-4-5-19(2)6-7-20(3)15(18(14)19)9-16(23)13(11-22)8-17(20)24/h8,12,15-16,21-23H,4-7,9-11H2,1-3H3
• InChI Key: SBABRWMIXWNDTO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• HY-N14177

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.7752	77.52%
Blood Brain Barrier	+	0.6890	68.90%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6328	63.28%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5951	59.51%
BSEP inhibitior	-	0.7025	70.25%
P-glycoprotein inhibitior	-	0.8557	85.57%
P-glycoprotein substrate	-	0.7458	74.58%
CYP3A4 substrate	+	0.5863	58.63%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.8135	81.35%
CYP2C19 inhibition	-	0.8721	87.21%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.8769	87.69%
CYP2C8 inhibition	-	0.8999	89.99%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6655	66.55%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9522	95.22%
Skin irritation	-	0.5468	54.68%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.7582	75.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4569	45.69%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5037	50.37%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8253	82.53%
Acute Oral Toxicity (c)	III	0.6698	66.98%
Estrogen receptor binding	+	0.6605	66.05%
Androgen receptor binding	+	0.6759	67.59%
Thyroid receptor binding	+	0.7378	73.78%
Glucocorticoid receptor binding	+	0.8431	84.31%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	-	0.6155	61.55%
Honey bee toxicity	-	0.8199	81.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9490	94.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.33%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	91.12%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.05%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.30%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	85.75%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101281335
• LOTUS: LTS0273847
• wikiData: Q104197129