(2R,4aR,8R,8aR)-4,4,8a-trimethyl-7-methylidene-8-[(2Z)-3-methylpenta-2,4-dienyl]-2,3,4a,5,6,8-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: 8aba122c-3f88-4f1f-b98c-48bddf1fefcf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,4aR,8R,8aR)-4,4,8a-trimethyl-7-methylidene-8-[(2Z)-3-methylpenta-2,4-dienyl]-2,3,4a,5,6,8-hexahydro-1H-naphthalen-2-ol
• InChI: InChI=1S/C20H32O/c1-7-14(2)8-10-17-15(3)9-11-18-19(4,5)12-16(21)13-20(17,18)6/h7-8,16-18,21H,1,3,9-13H2,2,4-6H3/b14-8-/t16-,17-,18-,20+/m1/s1
• InChI Key: KIFPWQJEMJLMAS-PRQMMVMVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O
• Molecular Weight: 288.50 g/mol
• Exact Mass: 288.245315640 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7856	78.56%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5583	55.83%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.8272	82.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5983	59.83%
P-glycoprotein inhibitior	-	0.8382	83.82%
P-glycoprotein substrate	-	0.7476	74.76%
CYP3A4 substrate	+	0.6139	61.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7337	73.37%
CYP3A4 inhibition	-	0.7335	73.35%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8317	83.17%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8817	88.17%
CYP2C8 inhibition	-	0.6629	66.29%
CYP inhibitory promiscuity	-	0.7715	77.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6704	67.04%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9124	91.24%
Skin irritation	+	0.5632	56.32%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7431	74.31%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	+	0.7652	76.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5558	55.58%
Acute Oral Toxicity (c)	I	0.5758	57.58%
Estrogen receptor binding	+	0.6522	65.22%
Androgen receptor binding	+	0.5363	53.63%
Thyroid receptor binding	+	0.5534	55.34%
Glucocorticoid receptor binding	+	0.7163	71.63%
Aromatase binding	+	0.6339	63.39%
PPAR gamma	+	0.6444	64.44%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	96.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.45%	97.25%
CHEMBL1977	P11473	Vitamin D receptor	89.67%	99.43%
CHEMBL221	P23219	Cyclooxygenase-1	88.32%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.82%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.27%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.49%	96.09%

Plants that contains it

• Plectranthus fruticosus

Cross-Links

• PubChem: 11055344
• LOTUS: LTS0175840
• wikiData: Q105141480