4-Hydroxy-1-(3-hydroxy-3-methylpent-4-enyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

Details

• Internal ID: d94a6cac-92e9-4ee6-b111-f40d26db98b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-hydroxy-1-(3-hydroxy-3-methylpent-4-enyl)-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1C(C=C(C2CCC(C)(C=C)O)C=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(C=C(C2CCC(C)(C=C)O)C=O)O)C)C
• InChI: InChI=1S/C20H32O3/c1-6-19(4,23)11-8-15-14(13-21)12-16(22)17-18(2,3)9-7-10-20(15,17)5/h6,12-13,15-17,22-23H,1,7-11H2,2-5H3
• InChI Key: XJXDFXXKUNZHEY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6097	60.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7773	77.73%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	-	0.3837	38.37%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5771	57.71%
P-glycoprotein inhibitior	-	0.7891	78.91%
P-glycoprotein substrate	-	0.7855	78.55%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.5772	57.72%
CYP2C9 inhibition	-	0.8799	87.99%
CYP2C19 inhibition	-	0.8207	82.07%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.9342	93.42%
CYP2C8 inhibition	-	0.5682	56.82%
CYP inhibitory promiscuity	-	0.7639	76.39%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6626	66.26%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9810	98.10%
Skin irritation	+	0.5346	53.46%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5514	55.14%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6173	61.73%
skin sensitisation	+	0.5709	57.09%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5539	55.39%
Acute Oral Toxicity (c)	III	0.7301	73.01%
Estrogen receptor binding	+	0.7572	75.72%
Androgen receptor binding	-	0.5452	54.52%
Thyroid receptor binding	+	0.6734	67.34%
Glucocorticoid receptor binding	+	0.7413	74.13%
Aromatase binding	-	0.5191	51.91%
PPAR gamma	+	0.6405	64.05%
Honey bee toxicity	-	0.8413	84.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	97.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.73%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.56%	86.33%
CHEMBL1977	P11473	Vitamin D receptor	85.52%	99.43%
CHEMBL3401	O75469	Pregnane X receptor	84.51%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.13%	97.09%
CHEMBL233	P35372	Mu opioid receptor	81.85%	97.93%
CHEMBL5028	O14672	ADAM10	81.73%	97.50%

Plants that contains it

• Haplopappus parvifolius

Cross-Links

• PubChem: 162971016
• LOTUS: LTS0226487
• wikiData: Q105329285