(3R)-5-[(1R,2R,4aR,8aR)-2-(hydroxymethyl)-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: f502d868-fe0f-4086-8a76-34048328f2c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3R)-5-[(1R,2R,4aR,8aR)-2-(hydroxymethyl)-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C20H34O3/c1-14(12-18(22)23)8-10-20(4)16(13-21)9-11-19(3)15(2)6-5-7-17(19)20/h6,14,16-17,21H,5,7-13H2,1-4H3,(H,22,23)/t14-,16+,17+,19+,20+/m1/s1
• InChI Key: WJKNXKAPAFRTHJ-GVJFSJSTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6823	68.23%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7057	70.57%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.8867	88.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6241	62.41%
BSEP inhibitior	-	0.5406	54.06%
P-glycoprotein inhibitior	-	0.7886	78.86%
P-glycoprotein substrate	-	0.8241	82.41%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.5876	58.76%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.9016	90.16%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	-	0.8423	84.23%
CYP inhibitory promiscuity	-	0.8032	80.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.6830	68.30%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4031	40.31%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.6246	62.46%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6036	60.36%
Acute Oral Toxicity (c)	III	0.6713	67.13%
Estrogen receptor binding	+	0.8459	84.59%
Androgen receptor binding	-	0.4879	48.79%
Thyroid receptor binding	+	0.7199	71.99%
Glucocorticoid receptor binding	+	0.6789	67.89%
Aromatase binding	+	0.8002	80.02%
PPAR gamma	+	0.5192	51.92%
Honey bee toxicity	-	0.9115	91.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	95.98%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.68%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.41%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.21%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.22%	93.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.39%	94.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.26%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.59%	93.00%
CHEMBL5028	O14672	ADAM10	80.92%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.66%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	80.60%	90.17%

Plants that contains it

• Gymnosperma glutinosum

Cross-Links

• PubChem: 102378298
• LOTUS: LTS0050131
• wikiData: Q105306893