(4aR,5S,6R,8aS)-5-[(3S)-5-acetyloxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 9f851b72-b348-4cf3-b5bc-bb51962a8d29
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aR,5S,6R,8aS)-5-[(3S)-5-acetyloxy-3-methylpentyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C22H36O4/c1-15(11-14-26-17(3)23)9-12-21(4)16(2)10-13-22(5)18(20(24)25)7-6-8-19(21)22/h7,15-16,19H,6,8-14H2,1-5H3,(H,24,25)/t15-,16+,19+,21-,22+/m0/s1
• InChI Key: HKAHDRQYQYSVMM-ZSWJKXSBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 3
• 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	+	0.9810	98.10%
Caco-2	+	0.6878	68.78%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8200	82.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.8653	86.53%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	+	0.9145	91.45%
P-glycoprotein inhibitior	-	0.6116	61.16%
P-glycoprotein substrate	-	0.7777	77.77%
CYP3A4 substrate	+	0.5974	59.74%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9167	91.67%
CYP3A4 inhibition	-	0.7318	73.18%
CYP2C9 inhibition	-	0.8608	86.08%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	-	0.7720	77.20%
CYP2C8 inhibition	-	0.7640	76.40%
CYP inhibitory promiscuity	-	0.7126	71.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6311	63.11%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.5955	59.55%
Skin corrosion	-	0.9842	98.42%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4045	40.45%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5888	58.88%
skin sensitisation	-	0.6439	64.39%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7410	74.10%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5238	52.38%
Acute Oral Toxicity (c)	III	0.7392	73.92%
Estrogen receptor binding	+	0.8008	80.08%
Androgen receptor binding	-	0.5360	53.60%
Thyroid receptor binding	+	0.7100	71.00%
Glucocorticoid receptor binding	+	0.7183	71.83%
Aromatase binding	+	0.7647	76.47%
PPAR gamma	-	0.5242	52.42%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7850	78.50%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.79%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.06%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.03%	94.62%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.33%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.52%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.11%	91.19%
CHEMBL5028	O14672	ADAM10	80.75%	97.50%

Plants that contains it

• Cistus monspeliensis

Cross-Links

• PubChem: 101235637
• LOTUS: LTS0007211
• wikiData: Q105029563