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

Details

• Internal ID: f2888981-be1c-47a5-8a5c-394f631b798a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,4aR,5S,8aR)-1,1,4a-trimethyl-6-methylidene-5-[(2Z)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol
• SMILES (Canonical): CC(=CCC1C(=C)CCC2C1(CCC(C2(C)C)O)C)C=C
• SMILES (Isomeric): C/C(=C/C[C@H]1C(=C)CC[C@@H]2[C@@]1(CC[C@H](C2(C)C)O)C)/C=C
• InChI: InChI=1S/C20H32O/c1-7-14(2)8-10-16-15(3)9-11-17-19(4,5)18(21)12-13-20(16,17)6/h7-8,16-18,21H,1,3,9-13H2,2,4-6H3/b14-8-/t16-,17-,18+,20+/m0/s1
• InChI Key: QSFSRHYSSAIFJK-PXOILIBRSA-N
• Popularity: 1 reference 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	+	0.9965	99.65%
Caco-2	+	0.7695	76.95%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4728	47.28%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.8879	88.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5691	56.91%
P-glycoprotein inhibitior	-	0.8637	86.37%
P-glycoprotein substrate	-	0.8364	83.64%
CYP3A4 substrate	+	0.6522	65.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7337	73.37%
CYP3A4 inhibition	-	0.7043	70.43%
CYP2C9 inhibition	-	0.8155	81.55%
CYP2C19 inhibition	-	0.6874	68.74%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.8813	88.13%
CYP2C8 inhibition	-	0.7601	76.01%
CYP inhibitory promiscuity	-	0.6983	69.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8013	80.13%
Skin irritation	+	0.5647	56.47%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8610	86.10%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	+	0.6811	68.11%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7083	70.83%
Acute Oral Toxicity (c)	III	0.8909	89.09%
Estrogen receptor binding	+	0.6074	60.74%
Androgen receptor binding	+	0.5565	55.65%
Thyroid receptor binding	-	0.5090	50.90%
Glucocorticoid receptor binding	+	0.6611	66.11%
Aromatase binding	-	0.5569	55.69%
PPAR gamma	+	0.6492	64.92%
Honey bee toxicity	-	0.8154	81.54%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	94.43%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	91.15%	99.43%
CHEMBL221	P23219	Cyclooxygenase-1	90.64%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.57%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.67%	95.93%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.42%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.97%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.17%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.03%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.65%	94.45%

Plants that contains it

• Guarea guidonia

Cross-Links

• PubChem: 13918642
• LOTUS: LTS0040666
• wikiData: Q105226959