[(1R,2R,4S,4aR,8aR)-5-formyl-4-hydroxy-1-[(3S)-5-hydroxy-3-methylpentyl]-1,4a-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methyl acetate

Details

• Internal ID: 18522b68-4efc-459f-8965-31294b530e0b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(1R,2R,4S,4aR,8aR)-5-formyl-4-hydroxy-1-[(3S)-5-hydroxy-3-methylpentyl]-1,4a-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methyl acetate
• SMILES (Canonical): CC(CCC1(C2CCC=C(C2(C(CC1COC(=O)C)O)C)C=O)C)CCO
• SMILES (Isomeric): C[C@@H](CC[C@@]1([C@H]2CCC=C([C@@]2([C@H](C[C@H]1COC(=O)C)O)C)C=O)C)CCO
• InChI: InChI=1S/C22H36O5/c1-15(9-11-23)8-10-21(3)18(14-27-16(2)25)12-20(26)22(4)17(13-24)6-5-7-19(21)22/h6,13,15,18-20,23,26H,5,7-12,14H2,1-4H3/t15-,18-,19+,20-,21-,22-/m0/s1
• InChI Key: OVCJZEVZGJBBFY-VLUICMSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₅
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.25627424 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	+	0.7000	70.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8540	85.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.8753	87.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5364	53.64%
BSEP inhibitior	+	0.9233	92.33%
P-glycoprotein inhibitior	-	0.5693	56.93%
P-glycoprotein substrate	-	0.5281	52.81%
CYP3A4 substrate	+	0.6429	64.29%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8979	89.79%
CYP3A4 inhibition	-	0.6123	61.23%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.9232	92.32%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.6630	66.30%
CYP inhibitory promiscuity	-	0.8864	88.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6910	69.10%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9604	96.04%
Skin irritation	+	0.5173	51.73%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8167	81.67%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8583	85.83%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5105	51.05%
Acute Oral Toxicity (c)	III	0.8153	81.53%
Estrogen receptor binding	+	0.7695	76.95%
Androgen receptor binding	-	0.5449	54.49%
Thyroid receptor binding	+	0.7051	70.51%
Glucocorticoid receptor binding	+	0.8206	82.06%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	-	0.6157	61.57%
Honey bee toxicity	-	0.8355	83.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7455	74.55%
Fish aquatic toxicity	+	0.9886	98.86%

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	98.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.72%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.61%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.72%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.06%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.76%	100.00%
CHEMBL5028	O14672	ADAM10	83.58%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.35%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.25%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.23%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.69%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.79%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	81.69%	83.82%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.60%	97.21%
CHEMBL221	P23219	Cyclooxygenase-1	80.95%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.59%	95.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.19%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.03%	100.00%

Plants that contains it

• Moquiniastrum paniculatum

Cross-Links

• PubChem: 163030364
• LOTUS: LTS0267752
• wikiData: Q105200637