3-[2-(5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl)ethylidene]butane-1,2,4-triol

Details

• Internal ID: b166bb4a-6e17-474d-b364-7d2d22e5d1b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-[2-(5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl)ethylidene]butane-1,2,4-triol
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CC=C(CO)C(CO)O)CO3)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3(C2CC=C(CO)C(CO)O)CO3)C)C
• InChI: InChI=1S/C20H34O4/c1-18(2)8-4-9-19(3)16(18)7-10-20(13-24-20)17(19)6-5-14(11-21)15(23)12-22/h5,15-17,21-23H,4,6-13H2,1-3H3
• InChI Key: KEUROELNTNNUBA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8837	88.37%
Caco-2	+	0.5312	53.12%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5614	56.14%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5675	56.75%
BSEP inhibitior	+	0.5776	57.76%
P-glycoprotein inhibitior	-	0.8430	84.30%
P-glycoprotein substrate	-	0.8035	80.35%
CYP3A4 substrate	+	0.6166	61.66%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.7589	75.89%
CYP3A4 inhibition	-	0.7980	79.80%
CYP2C9 inhibition	-	0.7279	72.79%
CYP2C19 inhibition	-	0.7534	75.34%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.8253	82.53%
CYP2C8 inhibition	-	0.7034	70.34%
CYP inhibitory promiscuity	-	0.8802	88.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6726	67.26%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9514	95.14%
Skin irritation	-	0.7205	72.05%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4938	49.38%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6922	69.22%
skin sensitisation	-	0.7698	76.98%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5731	57.31%
Acute Oral Toxicity (c)	III	0.6111	61.11%
Estrogen receptor binding	+	0.7823	78.23%
Androgen receptor binding	+	0.5231	52.31%
Thyroid receptor binding	+	0.7691	76.91%
Glucocorticoid receptor binding	+	0.8337	83.37%
Aromatase binding	+	0.7780	77.80%
PPAR gamma	+	0.6465	64.65%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	98.55%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.44%	97.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	91.71%	98.10%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.95%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.15%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	88.98%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.34%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	88.07%	100.00%
CHEMBL233	P35372	Mu opioid receptor	86.12%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.96%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.58%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.20%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	84.88%	83.82%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.92%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.90%	96.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.45%	99.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.86%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.07%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.75%	89.50%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.25%	99.29%

Plants that contains it

• Aframomum aulacocarpos
• Aframomum zambesiacum

Cross-Links

• PubChem: 73033373
• LOTUS: LTS0098889
• wikiData: Q105140200