8-(5-Hydroxy-3-methylpent-3-enyl)-4,4,8a-trimethyl-7-methylidene-1,3,4a,5,6,8-hexahydronaphthalen-2-one

Details

• Internal ID: 82fb9cf0-af3a-4041-96c9-fcc07cbff94d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-(5-hydroxy-3-methylpent-3-enyl)-4,4,8a-trimethyl-7-methylidene-1,3,4a,5,6,8-hexahydronaphthalen-2-one
• SMILES (Canonical): CC(=CCO)CCC1C(=C)CCC2C1(CC(=O)CC2(C)C)C
• SMILES (Isomeric): CC(=CCO)CCC1C(=C)CCC2C1(CC(=O)CC2(C)C)C
• InChI: InChI=1S/C20H32O2/c1-14(10-11-21)6-8-17-15(2)7-9-18-19(3,4)12-16(22)13-20(17,18)5/h10,17-18,21H,2,6-9,11-13H2,1,3-5H3
• InChI Key: FMZFOWXEZVDRBV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8112	81.12%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.8741	87.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5936	59.36%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5871	58.71%
P-glycoprotein substrate	-	0.8553	85.53%
CYP3A4 substrate	+	0.6120	61.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.7571	75.71%
CYP2C9 inhibition	-	0.7964	79.64%
CYP2C19 inhibition	-	0.6971	69.71%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	-	0.7547	75.47%
CYP2C8 inhibition	-	0.6641	66.41%
CYP inhibitory promiscuity	-	0.7764	77.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6415	64.15%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8178	81.78%
Skin irritation	-	0.5659	56.59%
Skin corrosion	-	0.9711	97.11%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8112	81.12%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.5575	55.75%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6071	60.71%
Acute Oral Toxicity (c)	III	0.8876	88.76%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5106	51.06%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	-	0.4947	49.47%
Aromatase binding	+	0.5538	55.38%
PPAR gamma	+	0.5211	52.11%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	96.54%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.20%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.28%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.00%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.72%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.21%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	80.56%	99.43%
CHEMBL1937	Q92769	Histone deacetylase 2	80.51%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.48%	91.24%

Plants that contains it

• Ophryosporus peruvianus

Cross-Links

• PubChem: 163032503
• LOTUS: LTS0113669
• wikiData: Q104998154