(5S,6R,8S,8aR)-5-[2-[(2S,4S,5R)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]ethyl]-8-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 1df8e56f-edb5-459f-8b0d-9c679f6543cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (5S,6R,8S,8aR)-5-[2-[(2S,4S,5R)-3,4-dihydroxy-2,5-dimethoxyoxolan-3-yl]ethyl]-8-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C22H36O8/c1-12-11-15(23)21(3)13(17(25)26)7-6-8-14(21)20(12,2)9-10-22(27)16(24)18(28-4)30-19(22)29-5/h7,12,14-16,18-19,23-24,27H,6,8-11H2,1-5H3,(H,25,26)/t12-,14?,15+,16-,18-,19+,20+,21+,22?/m1/s1
• InChI Key: IBPGRFDNOYHBQJ-PMPFALSSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₈
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.24101810 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.5953	59.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6961	69.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	+	0.8658	86.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5520	55.20%
P-glycoprotein inhibitior	-	0.7187	71.87%
P-glycoprotein substrate	-	0.6016	60.16%
CYP3A4 substrate	+	0.6325	63.25%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.5854	58.54%
CYP2C9 inhibition	-	0.7541	75.41%
CYP2C19 inhibition	-	0.6879	68.79%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.6790	67.90%
CYP2C8 inhibition	-	0.5868	58.68%
CYP inhibitory promiscuity	-	0.8960	89.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5586	55.86%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9374	93.74%
Skin irritation	+	0.5941	59.41%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6024	60.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5522	55.22%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5564	55.64%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4692	46.92%
Acute Oral Toxicity (c)	I	0.4778	47.78%
Estrogen receptor binding	+	0.7563	75.63%
Androgen receptor binding	+	0.5850	58.50%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	-	0.4661	46.61%
Aromatase binding	+	0.7706	77.06%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8428	84.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	97.93%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.45%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.02%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL5028	O14672	ADAM10	84.34%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.51%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.26%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.93%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	81.87%	92.50%

Plants that contains it

• Dodonaea viscosa

Cross-Links

• PubChem: 162862159
• LOTUS: LTS0190966
• wikiData: Q105036599