(1R,2R,4S,5S,9S,10S,12S,15S,16S)-2,15,16-trihydroxy-5-(hydroxymethyl)-5,9-dimethyl-13-methylidenetetracyclo[10.2.2.01,10.04,9]hexadecan-14-one

Details

• Internal ID: 064cddc1-7e43-4889-b8a9-41b71f4b4d72
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: (1R,2R,4S,5S,9S,10S,12S,15S,16S)-2,15,16-trihydroxy-5-(hydroxymethyl)-5,9-dimethyl-13-methylidenetetracyclo[10.2.2.01,10.04,9]hexadecan-14-one
• InChI: InChI=1S/C20H30O5/c1-10-11-7-13-19(3)6-4-5-18(2,9-21)12(19)8-14(22)20(13,16(10)24)17(25)15(11)23/h11-15,17,21-23,25H,1,4-9H2,2-3H3/t11-,12+,13-,14+,15-,17+,18+,19-,20-/m0/s1
• InChI Key: AEVJUXOVPDPKGQ-AQAHQZMUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9611	96.11%
Caco-2	-	0.5927	59.27%
Blood Brain Barrier	+	0.7356	73.56%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.8702	87.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6053	60.53%
BSEP inhibitior	-	0.8025	80.25%
P-glycoprotein inhibitior	-	0.8559	85.59%
P-glycoprotein substrate	-	0.8592	85.92%
CYP3A4 substrate	+	0.6128	61.28%
CYP2C9 substrate	-	0.8134	81.34%
CYP2D6 substrate	-	0.8152	81.52%
CYP3A4 inhibition	-	0.8256	82.56%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	-	0.8679	86.79%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8573	85.73%
CYP2C8 inhibition	-	0.7753	77.53%
CYP inhibitory promiscuity	-	0.9475	94.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7447	74.47%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9559	95.59%
Skin irritation	-	0.5532	55.32%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5415	54.15%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6440	64.40%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7478	74.78%
Acute Oral Toxicity (c)	III	0.7294	72.94%
Estrogen receptor binding	+	0.8134	81.34%
Androgen receptor binding	+	0.6093	60.93%
Thyroid receptor binding	+	0.5970	59.70%
Glucocorticoid receptor binding	+	0.7209	72.09%
Aromatase binding	+	0.7504	75.04%
PPAR gamma	-	0.5737	57.37%
Honey bee toxicity	-	0.8567	85.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9834	98.34%

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	96.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.62%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.33%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.28%	96.77%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.01%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.78%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.05%	96.09%

Plants that contains it

• Isodon albopilosus

Cross-Links

• PubChem: 162940349
• LOTUS: LTS0135164
• wikiData: Q104910627