[(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 2-phenylacetate

Details

• Internal ID: e24a72e3-2cae-4f9a-b2db-19c10bde0633
• 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 2-phenylacetate
• SMILES (Canonical): CC(CCC1(C2CCC=C(C2(C(CC1COC(=O)CC3=CC=CC=C3)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)CC3=CC=CC=C3)O)C)C=O)C)CCO
• InChI: InChI=1S/C28H40O5/c1-20(13-15-29)12-14-27(2)23(19-33-26(32)16-21-8-5-4-6-9-21)17-25(31)28(3)22(18-30)10-7-11-24(27)28/h4-6,8-10,18,20,23-25,29,31H,7,11-17,19H2,1-3H3/t20-,23-,24+,25-,27-,28-/m0/s1
• InChI Key: CFVJSMMGBPZRTK-NYCRRLSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₅
• Molecular Weight: 456.60 g/mol
• Exact Mass: 456.28757437 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

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	-	0.6480	64.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8612	86.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8464	84.64%
OATP1B3 inhibitior	+	0.8553	85.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6364	63.64%
BSEP inhibitior	+	0.9876	98.76%
P-glycoprotein inhibitior	+	0.6632	66.32%
P-glycoprotein substrate	+	0.5489	54.89%
CYP3A4 substrate	+	0.6710	67.10%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	+	0.5873	58.73%
CYP2C9 inhibition	-	0.8803	88.03%
CYP2C19 inhibition	-	0.8260	82.60%
CYP2D6 inhibition	-	0.8711	87.11%
CYP1A2 inhibition	-	0.7543	75.43%
CYP2C8 inhibition	+	0.5608	56.08%
CYP inhibitory promiscuity	-	0.8090	80.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.9560	95.60%
Skin irritation	-	0.5542	55.42%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8247	82.47%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6639	66.39%
Acute Oral Toxicity (c)	III	0.7841	78.41%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6388	63.88%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	+	0.6152	61.52%
PPAR gamma	-	0.5497	54.97%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.66%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.92%	94.62%
CHEMBL2581	P07339	Cathepsin D	96.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.77%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.39%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.13%	94.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.47%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.42%	97.09%
CHEMBL5028	O14672	ADAM10	88.13%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.68%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.48%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.44%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.61%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.01%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.71%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.33%	93.56%

Plants that contains it

• Moquiniastrum paniculatum

Cross-Links

• PubChem: 162886471
• LOTUS: LTS0232418
• wikiData: Q104957064