(3aR,6aS,10R,10aR,10bS)-3a,10a-dihydroxy-5-(hydroxymethyl)-2,10-dimethyl-7-propan-2-ylidene-6a,9,10,10b-tetrahydro-4H-benzo[e]azulene-3,8-dione

Details

• Internal ID: 83a139cc-1bf3-46c3-9acf-2452840b84e7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: (3aR,6aS,10R,10aR,10bS)-3a,10a-dihydroxy-5-(hydroxymethyl)-2,10-dimethyl-7-propan-2-ylidene-6a,9,10,10b-tetrahydro-4H-benzo[e]azulene-3,8-dione
• InChI: InChI=1S/C20H26O5/c1-10(2)17-14-7-13(9-21)8-19(24)16(5-11(3)18(19)23)20(14,25)12(4)6-15(17)22/h5,7,12,14,16,21,24-25H,6,8-9H2,1-4H3/t12-,14+,16-,19-,20-/m1/s1
• InChI Key: JSBWUKAMSCHWIJ-HRPNNTJESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9713	97.13%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.7171	71.71%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6191	61.91%
P-glycoprotein inhibitior	-	0.9269	92.69%
P-glycoprotein substrate	-	0.7037	70.37%
CYP3A4 substrate	+	0.5980	59.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8892	88.92%
CYP3A4 inhibition	-	0.8093	80.93%
CYP2C9 inhibition	-	0.7196	71.96%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8692	86.92%
CYP2C8 inhibition	-	0.8212	82.12%
CYP inhibitory promiscuity	-	0.8535	85.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8169	81.69%
Skin irritation	-	0.6598	65.98%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4759	47.59%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5850	58.50%
skin sensitisation	-	0.7524	75.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5549	55.49%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	-	0.4863	48.63%
Androgen receptor binding	+	0.5832	58.32%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	+	0.7152	71.52%
Aromatase binding	-	0.5957	59.57%
PPAR gamma	-	0.5078	50.78%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8477	84.77%

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	95.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.33%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.68%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.66%	90.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.81%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.36%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.89%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.77%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%

Plants that contains it

• Euphorbia fischeriana

Cross-Links

• PubChem: 49845440
• LOTUS: LTS0165435
• wikiData: Q105134247