(3aR,5aR,9R,10aS,10bR)-9-hydroxy-8-(hydroxymethyl)-3a,5a-dimethyl-1-propan-2-yl-4,5,9,10,10a,10b-hexahydrocyclohepta[e]indene-3,6-dione

Details

• Internal ID: 8f360f77-a84a-4a1e-a420-1e933887fdc1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3aR,5aR,9R,10aS,10bR)-9-hydroxy-8-(hydroxymethyl)-3a,5a-dimethyl-1-propan-2-yl-4,5,9,10,10a,10b-hexahydrocyclohepta[e]indene-3,6-dione
• InChI: InChI=1S/C20H28O4/c1-11(2)13-8-17(24)20(4)6-5-19(3)14(18(13)20)9-15(22)12(10-21)7-16(19)23/h7-8,11,14-15,18,21-22H,5-6,9-10H2,1-4H3/t14-,15+,18-,19+,20-/m0/s1
• InChI Key: SRUVAUDOCNEFJS-DJLVLGKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.44
• 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	+	0.9845	98.45%
Caco-2	+	0.6800	68.00%
Blood Brain Barrier	+	0.6379	63.79%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5708	57.08%
BSEP inhibitior	-	0.8171	81.71%
P-glycoprotein inhibitior	-	0.7790	77.90%
P-glycoprotein substrate	-	0.7173	71.73%
CYP3A4 substrate	+	0.5747	57.47%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8189	81.89%
CYP2C9 inhibition	-	0.5746	57.46%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.8904	89.04%
CYP2C8 inhibition	-	0.9054	90.54%
CYP inhibitory promiscuity	-	0.8934	89.34%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7061	70.61%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.5351	53.51%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6047	60.47%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5382	53.82%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6651	66.51%
Acute Oral Toxicity (c)	III	0.4865	48.65%
Estrogen receptor binding	+	0.6387	63.87%
Androgen receptor binding	+	0.6585	65.85%
Thyroid receptor binding	+	0.6907	69.07%
Glucocorticoid receptor binding	+	0.8398	83.98%
Aromatase binding	+	0.6005	60.05%
PPAR gamma	-	0.6996	69.96%
Honey bee toxicity	-	0.8319	83.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9774	97.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	93.40%	94.75%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.84%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.08%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	85.05%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.81%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162960508
• LOTUS: LTS0013875
• wikiData: Q105259437