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

Details

• Internal ID: 571e1b23-181c-449e-91c0-8351b9a30641
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3R)-5-[(1S,2R,4aS,8aR)-4a,5-bis(hydroxymethyl)-1,2-dimethyl-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)CO
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC[C@@H](C)CC(=O)O)CCC=C2CO)CO
• InChI: InChI=1S/C20H34O4/c1-14(11-18(23)24)7-9-19(3)15(2)8-10-20(13-22)16(12-21)5-4-6-17(19)20/h5,14-15,17,21-22H,4,6-13H2,1-3H3,(H,23,24)/t14-,15-,17-,19+,20-/m1/s1
• InChI Key: RPHNSADJHUEKRG-DTTGVSNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.5701	57.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7079	70.79%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.8392	83.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5215	52.15%
BSEP inhibitior	+	0.5839	58.39%
P-glycoprotein inhibitior	-	0.8453	84.53%
P-glycoprotein substrate	-	0.6990	69.90%
CYP3A4 substrate	+	0.5855	58.55%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.9152	91.52%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8981	89.81%
CYP2C8 inhibition	-	0.8020	80.20%
CYP inhibitory promiscuity	-	0.8711	87.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6756	67.56%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.7205	72.05%
Skin corrosion	-	0.9791	97.91%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5898	58.98%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5092	50.92%
skin sensitisation	-	0.6900	69.00%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7077	70.77%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6064	60.64%
Acute Oral Toxicity (c)	III	0.6374	63.74%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.5404	54.04%
Thyroid receptor binding	+	0.7157	71.57%
Glucocorticoid receptor binding	+	0.8123	81.23%
Aromatase binding	+	0.7875	78.75%
PPAR gamma	-	0.6058	60.58%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	96.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.23%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.29%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.83%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.95%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.86%	82.69%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 51521247
• LOTUS: LTS0086073
• wikiData: Q105242684