methyl (1S,4aR,5S,5'S,6S,8aS)-5'-ethenyl-1,4a,5',6-tetramethyl-7-oxospiro[2,3,4,6,8,8a-hexahydronaphthalene-5,2'-oxolane]-1-carboxylate

Details

• Internal ID: dff5baf9-afd7-4c18-8016-dc09acbc9199
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (1S,4aR,5S,5'S,6S,8aS)-5'-ethenyl-1,4a,5',6-tetramethyl-7-oxospiro[2,3,4,6,8,8a-hexahydronaphthalene-5,2'-oxolane]-1-carboxylate
• InChI: InChI=1S/C21H32O4/c1-7-18(3)11-12-21(25-18)14(2)15(22)13-16-19(4,17(23)24-6)9-8-10-20(16,21)5/h7,14,16H,1,8-13H2,2-6H3/t14-,16-,18-,19+,20-,21+/m1/s1
• InChI Key: XMRLCBFWUCMSNW-CJCZRZKPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.23005950 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.7197	71.97%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5822	58.22%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8677	86.77%
P-glycoprotein inhibitior	-	0.6107	61.07%
P-glycoprotein substrate	-	0.7492	74.92%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.5769	57.69%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.8248	82.48%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	-	0.7100	71.00%
CYP2C8 inhibition	-	0.7699	76.99%
CYP inhibitory promiscuity	-	0.9283	92.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6191	61.91%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8397	83.97%
Skin irritation	-	0.5650	56.50%
Skin corrosion	-	0.8650	86.50%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4035	40.35%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5794	57.94%
Acute Oral Toxicity (c)	III	0.4772	47.72%
Estrogen receptor binding	+	0.8157	81.57%
Androgen receptor binding	+	0.6653	66.53%
Thyroid receptor binding	+	0.6294	62.94%
Glucocorticoid receptor binding	+	0.5840	58.40%
Aromatase binding	+	0.7610	76.10%
PPAR gamma	+	0.6144	61.44%
Honey bee toxicity	-	0.7519	75.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.47%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.12%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.91%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.81%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.61%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.12%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	80.86%	96.00%
CHEMBL2581	P07339	Cathepsin D	80.48%	98.95%

Plants that contains it

• Austrobrickellia patens

Cross-Links

• PubChem: 163045273
• LOTUS: LTS0153609
• wikiData: Q105331384