(4aS,5R,8aS)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one

Details

• Internal ID: 40d9a72e-24af-456e-bed4-bde767601e20
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,5R,8aS)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,1,4a-trimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one
• InChI: InChI=1S/C20H32O2/c1-14(11-13-21)6-8-16-15(2)7-9-17-19(3,4)18(22)10-12-20(16,17)5/h11,16-17,21H,2,6-10,12-13H2,1,3-5H3/b14-11+/t16-,17-,20+/m1/s1
• InChI Key: VTXXXWGWPGFGDD-ZHMWQLHSSA-N
• Popularity: 4 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: 4.20
• 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	+	0.8682	86.82%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.8741	87.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5936	59.36%
BSEP inhibitior	+	0.6212	62.12%
P-glycoprotein inhibitior	-	0.5712	57.12%
P-glycoprotein substrate	-	0.8436	84.36%
CYP3A4 substrate	+	0.5988	59.88%
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	-	0.7246	72.46%
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	-	0.8249	82.49%
Skin irritation	-	0.5659	56.59%
Skin corrosion	-	0.9711	97.11%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8533	85.33%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.5575	55.75%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4774	47.74%
Acute Oral Toxicity (c)	III	0.8876	88.76%
Estrogen receptor binding	-	0.4761	47.61%
Androgen receptor binding	+	0.5856	58.56%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.5869	58.69%
Aromatase binding	+	0.5625	56.25%
PPAR gamma	+	0.5888	58.88%
Honey bee toxicity	-	0.8701	87.01%
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	94.53%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.47%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.53%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	88.36%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.02%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.05%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.81%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.49%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.37%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.95%	99.23%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 15227425
• NPASS: NPC238831
• LOTUS: LTS0024638
• wikiData: Q105293079