5'-ethenyl-3,4a,5',8,8-pentamethylspiro[5,6,7,8a-tetrahydro-1H-naphthalene-4,2'-oxolane]-1-ol

Details

• Internal ID: 90d62f7c-3900-4a22-a5ca-9bb509e2ab25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5'-ethenyl-3,4a,5',8,8-pentamethylspiro[5,6,7,8a-tetrahydro-1H-naphthalene-4,2'-oxolane]-1-ol
• SMILES (Canonical): CC1=CC(C2C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C)O
• SMILES (Isomeric): CC1=CC(C2C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C)O
• InChI: InChI=1S/C20H32O2/c1-7-18(5)11-12-20(22-18)14(2)13-15(21)16-17(3,4)9-8-10-19(16,20)6/h7,13,15-16,21H,1,8-12H2,2-6H3
• InChI Key: KJRUMXUJIIISCC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8115	81.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4241	42.41%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8039	80.39%
OATP1B3 inhibitior	+	0.8650	86.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8013	80.13%
P-glycoprotein inhibitior	-	0.8681	86.81%
P-glycoprotein substrate	-	0.8562	85.62%
CYP3A4 substrate	+	0.5801	58.01%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.6877	68.77%
CYP3A4 inhibition	-	0.7243	72.43%
CYP2C9 inhibition	-	0.7906	79.06%
CYP2C19 inhibition	+	0.6473	64.73%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.5676	56.76%
CYP2C8 inhibition	-	0.6636	66.36%
CYP inhibitory promiscuity	-	0.7005	70.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5595	55.95%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.8751	87.51%
Skin irritation	-	0.5656	56.56%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7659	76.59%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5279	52.79%
skin sensitisation	+	0.5171	51.71%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5200	52.00%
Acute Oral Toxicity (c)	III	0.8364	83.64%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	+	0.6181	61.81%
Thyroid receptor binding	+	0.6987	69.87%
Glucocorticoid receptor binding	+	0.6451	64.51%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9791	97.91%

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	94.23%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.87%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.30%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.17%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.69%	92.94%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 162953431
• LOTUS: LTS0173719
• wikiData: Q105141938