(E)-5-[3-hydroxy-5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-enyl)-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: 3d7f142a-bd1f-444f-94da-2e1b84f9296a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (E)-5-[3-hydroxy-5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-enyl)-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C25H40O3/c1-17(2)9-7-12-24(5)13-8-14-25(6)20(11-10-18(3)15-23(27)28)19(4)21(26)16-22(24)25/h9,15,20-22,26H,4,7-8,10-14,16H2,1-3,5-6H3,(H,27,28)/b18-15+
• InChI Key: OGZHFNOXLOPUNW-OBGWFSINSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₃
• Molecular Weight: 388.60 g/mol
• Exact Mass: 388.29774513 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.29
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.5874	58.74%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7510	75.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7801	78.01%
OATP1B3 inhibitior	+	0.8813	88.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8954	89.54%
P-glycoprotein inhibitior	-	0.5509	55.09%
P-glycoprotein substrate	-	0.6331	63.31%
CYP3A4 substrate	+	0.6396	63.96%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.6888	68.88%
CYP2C9 inhibition	-	0.9199	91.99%
CYP2C19 inhibition	-	0.8698	86.98%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	-	0.5769	57.69%
CYP inhibitory promiscuity	-	0.8365	83.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6870	68.70%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.8463	84.63%
Skin irritation	+	0.6283	62.83%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8300	83.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	+	0.5696	56.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	III	0.6820	68.20%
Estrogen receptor binding	+	0.7810	78.10%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.6229	62.29%
Glucocorticoid receptor binding	+	0.6872	68.72%
Aromatase binding	+	0.6671	66.71%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	94.15%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.36%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	90.61%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.81%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.50%	95.56%
CHEMBL233	P35372	Mu opioid receptor	85.55%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.94%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.70%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.76%	96.61%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.79%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.78%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.69%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21776021
• LOTUS: LTS0251889
• wikiData: Q105191960