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

Details

• Internal ID: 7b79535a-b7de-4738-8651-fbcf95ad30a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3R)-5-[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-(2-oxopropyl)-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C22H36O3/c1-15(13-20(24)25)9-11-21(4)16(2)10-12-22(5)18(14-17(3)23)7-6-8-19(21)22/h7,15-16,19H,6,8-14H2,1-5H3,(H,24,25)/t15-,16-,19-,21+,22-/m1/s1
• InChI Key: CIIWZLVTUAUIGG-XOFRFHDUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₃
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.26644501 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.64
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6449	64.49%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6442	64.42%
P-glycoprotein inhibitior	-	0.5565	55.65%
P-glycoprotein substrate	-	0.6987	69.87%
CYP3A4 substrate	+	0.5859	58.59%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.6636	66.36%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.9038	90.38%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.8907	89.07%
CYP2C8 inhibition	-	0.8017	80.17%
CYP inhibitory promiscuity	-	0.8433	84.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6586	65.86%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9425	94.25%
Skin irritation	+	0.6104	61.04%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3660	36.60%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5791	57.91%
skin sensitisation	+	0.5858	58.58%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6312	63.12%
Acute Oral Toxicity (c)	III	0.8373	83.73%
Estrogen receptor binding	+	0.8288	82.88%
Androgen receptor binding	-	0.5478	54.78%
Thyroid receptor binding	+	0.6882	68.82%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	+	0.8035	80.35%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.8442	84.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.93%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.83%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.68%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.11%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.18%	100.00%

Plants that contains it

• Cistus monspeliensis

Cross-Links

• PubChem: 162887899
• LOTUS: LTS0215600
• wikiData: Q104959825