5-[(1S,2R,4S,4aR,8aR)-4-hydroxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pent-2-enoic acid

Details

• Internal ID: 4ac75c33-dc69-41e1-815f-6d212df2462b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[(1S,2R,4S,4aR,8aR)-4-hydroxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-(hydroxymethyl)pent-2-enoic acid
• InChI: InChI=1S/C20H32O4/c1-13-6-5-7-16-19(3,9-8-15(12-21)11-18(23)24)14(2)10-17(22)20(13,16)4/h6,11,14,16-17,21-22H,5,7-10,12H2,1-4H3,(H,23,24)/t14-,16-,17+,19+,20+/m1/s1
• InChI Key: WRCVUQWHXHGCEC-QMALUCSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9907	99.07%
Caco-2	+	0.7001	70.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8378	83.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8865	88.65%
OATP1B3 inhibitior	+	0.8559	85.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5173	51.73%
BSEP inhibitior	+	0.6701	67.01%
P-glycoprotein inhibitior	-	0.7156	71.56%
P-glycoprotein substrate	-	0.5823	58.23%
CYP3A4 substrate	+	0.5983	59.83%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9065	90.65%
CYP3A4 inhibition	-	0.6323	63.23%
CYP2C9 inhibition	-	0.9251	92.51%
CYP2C19 inhibition	-	0.9480	94.80%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	-	0.6446	64.46%
CYP inhibitory promiscuity	-	0.8946	89.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7033	70.33%
Eye corrosion	-	0.9953	99.53%
Eye irritation	-	0.9415	94.15%
Skin irritation	+	0.5357	53.57%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4500	45.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8116	81.16%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7713	77.13%
Acute Oral Toxicity (c)	III	0.7891	78.91%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.6384	63.84%
Thyroid receptor binding	+	0.7648	76.48%
Glucocorticoid receptor binding	+	0.8008	80.08%
Aromatase binding	+	0.8448	84.48%
PPAR gamma	+	0.5897	58.97%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.44%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.43%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL5028	O14672	ADAM10	84.69%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.43%	97.25%
CHEMBL2581	P07339	Cathepsin D	84.05%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.46%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.08%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162978482
• LOTUS: LTS0092650
• wikiData: Q105311171