(2R,8aS)-2,5,5,8a-tetramethyl-1-[(1Z,3E)-3-methylpenta-1,3-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: 0acc3db9-7a5b-4299-8928-7dff69c9e7c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R,8aS)-2,5,5,8a-tetramethyl-1-[(1Z,3E)-3-methylpenta-1,3-dienyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC=C(C)C=CC1C2(CCCC(C2CCC1(C)O)(C)C)C
• SMILES (Isomeric): C/C=C(\C)/C=C\C1[C@]2(CCCC(C2CC[C@@]1(C)O)(C)C)C
• InChI: InChI=1S/C20H34O/c1-7-15(2)9-10-17-19(5)13-8-12-18(3,4)16(19)11-14-20(17,6)21/h7,9-10,16-17,21H,8,11-14H2,1-6H3/b10-9-,15-7+/t16?,17?,19-,20+/m0/s1
• InChI Key: FUOYNUQYIXMTMU-VIZKELAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.50 g/mol
• Exact Mass: 290.260965704 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 1
• 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	+	0.9974	99.74%
Caco-2	+	0.8888	88.88%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4847	48.47%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8997	89.97%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6273	62.73%
P-glycoprotein inhibitior	-	0.8793	87.93%
P-glycoprotein substrate	-	0.8571	85.71%
CYP3A4 substrate	+	0.5926	59.26%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8006	80.06%
CYP3A4 inhibition	-	0.8040	80.40%
CYP2C9 inhibition	-	0.8039	80.39%
CYP2C19 inhibition	-	0.6920	69.20%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.8479	84.79%
CYP2C8 inhibition	-	0.7413	74.13%
CYP inhibitory promiscuity	-	0.7935	79.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9389	93.89%
Skin irritation	+	0.6931	69.31%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3706	37.06%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6511	65.11%
skin sensitisation	+	0.7035	70.35%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5633	56.33%
Acute Oral Toxicity (c)	III	0.8508	85.08%
Estrogen receptor binding	+	0.7062	70.62%
Androgen receptor binding	-	0.6563	65.63%
Thyroid receptor binding	+	0.7528	75.28%
Glucocorticoid receptor binding	+	0.5673	56.73%
Aromatase binding	+	0.5230	52.30%
PPAR gamma	+	0.7157	71.57%
Honey bee toxicity	-	0.8434	84.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	95.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.46%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.15%	94.75%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	88.18%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.51%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.50%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.43%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.86%	82.69%
CHEMBL325	Q13547	Histone deacetylase 1	83.82%	95.92%
CHEMBL3524	P56524	Histone deacetylase 4	83.71%	92.97%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.59%	95.50%
CHEMBL206	P03372	Estrogen receptor alpha	82.90%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%

Plants that contains it

• Euphorbia jolkinii
• Pinus koraiensis

Cross-Links

• PubChem: 5320045
• NPASS: NPC229465