(3S)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: bdf7c28f-d5f5-4de1-af4c-6f2fdf2f10b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C20H34O2/c1-14(13-18(21)22)9-11-19(4)16(3)10-12-20(5)15(2)7-6-8-17(19)20/h14,16-17H,2,6-13H2,1,3-5H3,(H,21,22)/t14-,16+,17+,19-,20-/m0/s1
• InChI Key: PCLLARKXULWKJD-CIJNOWTPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.68
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.6439	64.39%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3816	38.16%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.8304	83.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5837	58.37%
P-glycoprotein inhibitior	-	0.7048	70.48%
P-glycoprotein substrate	-	0.8604	86.04%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7333	73.33%
CYP2C9 inhibition	-	0.8108	81.08%
CYP2C19 inhibition	-	0.7499	74.99%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.8032	80.32%
CYP2C8 inhibition	-	0.8586	85.86%
CYP inhibitory promiscuity	-	0.8612	86.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.6539	65.39%
Skin irritation	+	0.5508	55.08%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5304	53.04%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5406	54.06%
skin sensitisation	+	0.6305	63.05%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7039	70.39%
Acute Oral Toxicity (c)	III	0.8999	89.99%
Estrogen receptor binding	+	0.7148	71.48%
Androgen receptor binding	-	0.5985	59.85%
Thyroid receptor binding	+	0.7112	71.12%
Glucocorticoid receptor binding	+	0.6833	68.33%
Aromatase binding	+	0.7914	79.14%
PPAR gamma	-	0.6136	61.36%
Honey bee toxicity	-	0.8983	89.83%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.79%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.39%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	87.89%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.19%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.23%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.00%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.06%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.91%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.06%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.83%	100.00%

Plants that contains it

• Ageratina ixiocladon

Cross-Links

• PubChem: 162880315
• LOTUS: LTS0169269
• wikiData: Q105205832