[(2R,4E,7S,8Z,10S,11R,13S)-2,10-diacetyloxy-7-hydroxy-8-(hydroxymethyl)-4,14,15,15-tetramethyl-3-oxo-13-bicyclo[9.3.1]pentadeca-1(14),4,8-trienyl] acetate

Details

• Internal ID: 7933db5c-89ce-424d-9b5c-2e9de92b0598
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,4E,7S,8Z,10S,11R,13S)-2,10-diacetyloxy-7-hydroxy-8-(hydroxymethyl)-4,14,15,15-tetramethyl-3-oxo-13-bicyclo[9.3.1]pentadeca-1(14),4,8-trienyl] acetate
• InChI: InChI=1S/C26H36O9/c1-13-8-9-20(31)18(12-27)10-22(34-16(4)29)19-11-21(33-15(3)28)14(2)23(26(19,6)7)25(24(13)32)35-17(5)30/h8,10,19-22,25,27,31H,9,11-12H2,1-7H3/b13-8+,18-10-/t19-,20-,21-,22-,25+/m0/s1
• InChI Key: LCNWHWQWDCQBSE-ZYZLPOQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₉
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.23593272 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	-	0.5936	59.36%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8430	84.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	+	0.8664	86.64%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7843	78.43%
BSEP inhibitior	+	0.7664	76.64%
P-glycoprotein inhibitior	+	0.7590	75.90%
P-glycoprotein substrate	+	0.5391	53.91%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.9012	90.12%
CYP3A4 inhibition	-	0.7910	79.10%
CYP2C9 inhibition	-	0.8001	80.01%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.8640	86.40%
CYP2C8 inhibition	+	0.4658	46.58%
CYP inhibitory promiscuity	-	0.9091	90.91%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6939	69.39%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9264	92.64%
Skin irritation	-	0.6239	62.39%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5859	58.59%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6277	62.77%
skin sensitisation	-	0.7882	78.82%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5822	58.22%
Acute Oral Toxicity (c)	III	0.6801	68.01%
Estrogen receptor binding	+	0.7085	70.85%
Androgen receptor binding	+	0.5557	55.57%
Thyroid receptor binding	-	0.5286	52.86%
Glucocorticoid receptor binding	+	0.8236	82.36%
Aromatase binding	-	0.4886	48.86%
PPAR gamma	+	0.6734	67.34%
Honey bee toxicity	-	0.6689	66.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9581	95.81%

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	97.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.33%	97.79%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.54%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.74%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.62%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.70%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.97%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.43%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.18%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 10791301
• NPASS: NPC299314