2-(3-hydroxy-2',4,4,7,8a-pentamethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl)acetaldehyde

Details

• Internal ID: 47936d19-baac-4ea7-98fd-204ab0fd144e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(3-hydroxy-2',4,4,7,8a-pentamethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-yl)acetaldehyde
• SMILES (Canonical): CC1CCC2C(C(CCC2(C13CCC(O3)(C)CC=O)C)O)(C)C
• SMILES (Isomeric): CC1CCC2C(C(CCC2(C13CCC(O3)(C)CC=O)C)O)(C)C
• InChI: InChI=1S/C20H34O3/c1-14-6-7-15-17(2,3)16(22)8-9-19(15,5)20(14)11-10-18(4,23-20)12-13-21/h13-16,22H,6-12H2,1-5H3
• InChI Key: HCEDAWHMHNNSFI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7120	71.20%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6996	69.96%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7602	76.02%
P-glycoprotein inhibitior	-	0.7845	78.45%
P-glycoprotein substrate	-	0.8098	80.98%
CYP3A4 substrate	+	0.6031	60.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7492	74.92%
CYP3A4 inhibition	-	0.7268	72.68%
CYP2C9 inhibition	-	0.6976	69.76%
CYP2C19 inhibition	-	0.7287	72.87%
CYP2D6 inhibition	-	0.9675	96.75%
CYP1A2 inhibition	-	0.8874	88.74%
CYP2C8 inhibition	-	0.7226	72.26%
CYP inhibitory promiscuity	-	0.9069	90.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6367	63.67%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9100	91.00%
Skin irritation	+	0.4914	49.14%
Skin corrosion	-	0.8951	89.51%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4666	46.66%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6983	69.83%
skin sensitisation	-	0.7449	74.49%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6676	66.76%
Acute Oral Toxicity (c)	III	0.4938	49.38%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	-	0.5080	50.80%
Thyroid receptor binding	+	0.7035	70.35%
Glucocorticoid receptor binding	+	0.5716	57.16%
Aromatase binding	+	0.7308	73.08%
PPAR gamma	-	0.5284	52.84%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9513	95.13%

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	95.90%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.05%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.88%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.31%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.79%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.30%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.66%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.38%	89.05%
CHEMBL2581	P07339	Cathepsin D	80.35%	98.95%

Plants that contains it

• Colophospermum mopane

Cross-Links

• PubChem: 85296304
• LOTUS: LTS0152969
• wikiData: Q105025636