(1S,2S,4aS,6S,8aR)-2,5,5,8a-tetramethyl-1-[(2E)-3-methylpenta-2,4-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,6-diol

Details

• Internal ID: 80c55a28-71f0-4f5a-a432-677681ae3b59
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2S,4aS,6S,8aR)-2,5,5,8a-tetramethyl-1-[(2E)-3-methylpenta-2,4-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,6-diol
• InChI: InChI=1S/C20H34O2/c1-7-14(2)8-9-16-19(5)12-11-17(21)18(3,4)15(19)10-13-20(16,6)22/h7-8,15-17,21-22H,1,9-13H2,2-6H3/b14-8+/t15-,16+,17+,19-,20+/m1/s1
• InChI Key: VAYVUHXFSZQOQZ-CTNWGRNZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7521	75.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5313	53.13%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6685	66.85%
P-glycoprotein inhibitior	-	0.8936	89.36%
P-glycoprotein substrate	-	0.8745	87.45%
CYP3A4 substrate	+	0.6442	64.42%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.7741	77.41%
CYP3A4 inhibition	-	0.6807	68.07%
CYP2C9 inhibition	-	0.9038	90.38%
CYP2C19 inhibition	-	0.6640	66.40%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	-	0.8206	82.06%
CYP inhibitory promiscuity	-	0.6398	63.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6743	67.43%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9280	92.80%
Skin irritation	-	0.5452	54.52%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6891	68.91%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6527	65.27%
skin sensitisation	+	0.6371	63.71%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7483	74.83%
Acute Oral Toxicity (c)	III	0.7161	71.61%
Estrogen receptor binding	+	0.7277	72.77%
Androgen receptor binding	-	0.6828	68.28%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.7078	70.78%
Aromatase binding	+	0.5562	55.62%
PPAR gamma	+	0.6274	62.74%
Honey bee toxicity	-	0.7755	77.55%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	93.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.56%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.48%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.76%	94.75%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	88.78%	97.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.66%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.12%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	86.67%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	84.74%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.66%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.16%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.00%	98.95%

Plants that contains it

• Grazielia dimorpholepis

Cross-Links

• PubChem: 162844982
• LOTUS: LTS0094318
• wikiData: Q105283102