3a,10a-Dihydroxy-5-(hydroxymethyl)-2,10-dimethyl-7-propan-2-yl-4,6a,7,9,10,10b-hexahydrobenzo[e]azulene-3,8-dione

Details

• Internal ID: 228bcfed-f8e9-455c-8b46-c52a37d84f20
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: 3a,10a-dihydroxy-5-(hydroxymethyl)-2,10-dimethyl-7-propan-2-yl-4,6a,7,9,10,10b-hexahydrobenzo[e]azulene-3,8-dione
• InChI: InChI=1S/C20H28O5/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/h5,7,10,12,14,16-17,21,24-25H,6,8-9H2,1-4H3
• InChI Key: BGNXBPPAQJJLSA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9713	97.13%
Caco-2	-	0.6220	62.20%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7341	73.41%
P-glycoprotein inhibitior	-	0.9100	91.00%
P-glycoprotein substrate	-	0.6556	65.56%
CYP3A4 substrate	+	0.5991	59.91%
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	-	0.8334	83.34%
CYP inhibitory promiscuity	-	0.8535	85.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9273	92.73%
Skin irritation	-	0.6598	65.98%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5536	55.36%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	-	0.7524	75.24%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6041	60.41%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	+	0.6405	64.05%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	+	0.5150	51.50%
Glucocorticoid receptor binding	+	0.7660	76.60%
Aromatase binding	-	0.5368	53.68%
PPAR gamma	-	0.6568	65.68%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	96.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.67%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.35%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	91.07%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	90.30%	97.79%
CHEMBL4208	P20618	Proteasome component C5	88.11%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.29%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.52%	94.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.07%	94.00%

Plants that contains it

• Euphorbia fischeri

Cross-Links

• PubChem: 77916133
• LOTUS: LTS0146486
• wikiData: Q105277415