4-(5-Hydroxy-3-methylpent-3-enyl)-3,4a,8,8-tetramethyl-1,4,5,6,7,8a-hexahydronaphthalen-1-ol

Details

• Internal ID: 39159025-96bd-4af5-8595-af1174b318b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-(5-hydroxy-3-methylpent-3-enyl)-3,4a,8,8-tetramethyl-1,4,5,6,7,8a-hexahydronaphthalen-1-ol
• SMILES (Canonical): CC1=CC(C2C(CCCC2(C1CCC(=CCO)C)C)(C)C)O
• SMILES (Isomeric): CC1=CC(C2C(CCCC2(C1CCC(=CCO)C)C)(C)C)O
• InChI: InChI=1S/C20H34O2/c1-14(9-12-21)7-8-16-15(2)13-17(22)18-19(3,4)10-6-11-20(16,18)5/h9,13,16-18,21-22H,6-8,10-12H2,1-5H3
• InChI Key: LIYVIYGCQICHQK-UHFFFAOYSA-N
• Popularity: 0 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: 4.70
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7265	72.65%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5181	51.81%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.7820	78.20%
OATP1B3 inhibitior	+	0.8704	87.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6093	60.93%
BSEP inhibitior	-	0.5590	55.90%
P-glycoprotein inhibitior	-	0.7289	72.89%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	+	0.5902	59.02%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7551	75.51%
CYP2C9 inhibition	-	0.7508	75.08%
CYP2C19 inhibition	-	0.6632	66.32%
CYP2D6 inhibition	-	0.8795	87.95%
CYP1A2 inhibition	-	0.6907	69.07%
CYP2C8 inhibition	-	0.6060	60.60%
CYP inhibitory promiscuity	+	0.5661	56.61%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9403	94.03%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6791	67.91%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7726	77.26%
skin sensitisation	+	0.5124	51.24%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6784	67.84%
Acute Oral Toxicity (c)	III	0.7743	77.43%
Estrogen receptor binding	+	0.6845	68.45%
Androgen receptor binding	-	0.5438	54.38%
Thyroid receptor binding	+	0.5864	58.64%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	+	0.5209	52.09%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.9247	92.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	95.92%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.38%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.33%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.11%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.53%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.39%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.55%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.70%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.88%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.76%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.60%	100.00%

Plants that contains it

• Solidago canadensis

Cross-Links

• PubChem: 162982220
• LOTUS: LTS0168380
• wikiData: Q105152428