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

Details

• Internal ID: 1ec3d398-9497-4dda-8509-0cc59fc7f4ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2R,4aR,8aR)-5-(hydroxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(C)CC(=O)O)CCC=C2CO)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@H](C)CC(=O)O)CCC=C2CO)C
• InChI: InChI=1S/C20H34O3/c1-14(12-18(22)23)8-10-19(3)15(2)9-11-20(4)16(13-21)6-5-7-17(19)20/h6,14-15,17,21H,5,7-13H2,1-4H3,(H,22,23)/t14-,15+,17+,19-,20-/m0/s1
• InChI Key: FVXAJZRADGVLQM-KXOXPVICSA-N
• Popularity: 0 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: 4.90
• 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	+	0.9907	99.07%
Caco-2	+	0.6841	68.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.8963	89.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6093	60.93%
BSEP inhibitior	+	0.6340	63.40%
P-glycoprotein inhibitior	-	0.7667	76.67%
P-glycoprotein substrate	-	0.7727	77.27%
CYP3A4 substrate	+	0.5696	56.96%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.6373	63.73%
CYP2C9 inhibition	-	0.8663	86.63%
CYP2C19 inhibition	-	0.9067	90.67%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.8377	83.77%
CYP2C8 inhibition	-	0.8319	83.19%
CYP inhibitory promiscuity	-	0.7753	77.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4609	46.09%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5182	51.82%
skin sensitisation	-	0.6288	62.88%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.7872	78.72%
Estrogen receptor binding	+	0.8595	85.95%
Androgen receptor binding	-	0.5166	51.66%
Thyroid receptor binding	+	0.7648	76.48%
Glucocorticoid receptor binding	+	0.7488	74.88%
Aromatase binding	+	0.8131	81.31%
PPAR gamma	-	0.5419	54.19%
Honey bee toxicity	-	0.8882	88.82%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	97.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.49%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.06%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.00%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.53%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.73%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.72%	100.00%

Plants that contains it

• Nuxia sphaerocephala

Cross-Links

• PubChem: 14779660
• LOTUS: LTS0256185
• wikiData: Q105002931