[(1S,2R,4aS,5R,5'S,6S,8S,8aS)-8-acetyloxy-5'-(2-hydroxyethyl)-1-(hydroxymethyl)-1,4a,5',6-tetramethyl-7-oxospiro[2,3,4,6,8,8a-hexahydronaphthalene-5,2'-oxolane]-2-yl] acetate

Details

• Internal ID: 826e2814-a1fe-412f-90e3-b44dc9411f4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1S,2R,4aS,5R,5'S,6S,8S,8aS)-8-acetyloxy-5'-(2-hydroxyethyl)-1-(hydroxymethyl)-1,4a,5',6-tetramethyl-7-oxospiro[2,3,4,6,8,8a-hexahydronaphthalene-5,2'-oxolane]-2-yl] acetate
• InChI: InChI=1S/C24H38O8/c1-14-18(29)19(31-16(3)28)20-22(5,13-26)17(30-15(2)27)7-8-23(20,6)24(14)10-9-21(4,32-24)11-12-25/h14,17,19-20,25-26H,7-13H2,1-6H3/t14-,17-,19-,20+,21+,22+,23+,24-/m1/s1
• InChI Key: MYEXTFGVXYPLIN-VNHVOERZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₈
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.25666817 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9159	91.59%
Caco-2	-	0.5506	55.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7514	75.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8289	82.89%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6485	64.85%
P-glycoprotein inhibitior	-	0.4417	44.17%
P-glycoprotein substrate	-	0.6287	62.87%
CYP3A4 substrate	+	0.6679	66.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8451	84.51%
CYP3A4 inhibition	-	0.6098	60.98%
CYP2C9 inhibition	-	0.8829	88.29%
CYP2C19 inhibition	-	0.8549	85.49%
CYP2D6 inhibition	-	0.9621	96.21%
CYP1A2 inhibition	-	0.8835	88.35%
CYP2C8 inhibition	-	0.6179	61.79%
CYP inhibitory promiscuity	-	0.9256	92.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5666	56.66%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.5124	51.24%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4179	41.79%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5968	59.68%
skin sensitisation	-	0.9555	95.55%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7225	72.25%
Acute Oral Toxicity (c)	III	0.4039	40.39%
Estrogen receptor binding	+	0.8522	85.22%
Androgen receptor binding	+	0.6738	67.38%
Thyroid receptor binding	+	0.6261	62.61%
Glucocorticoid receptor binding	+	0.7823	78.23%
Aromatase binding	+	0.7880	78.80%
PPAR gamma	+	0.6381	63.81%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9264	92.64%

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	97.81%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.74%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.25%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.21%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.97%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.52%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.41%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.20%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.56%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.33%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.29%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.83%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.82%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.25%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.59%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.42%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.36%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.19%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.17%	92.62%

Plants that contains it

• Leonurus macranthus

Cross-Links

• PubChem: 122186912
• LOTUS: LTS0155499
• wikiData: Q105174858