[(1S,4S,5R,9S,10S,13R)-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl 3-(4-hydroxyphenyl)propanoate

Details

• Internal ID: 7c168b66-af88-4dc9-8171-9498981e4ea6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,4S,5R,9S,10S,13R)-14-(hydroxymethyl)-5,9-dimethyl-5-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl 3-(4-hydroxyphenyl)propanoate
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)C(=C4)CO)C)COC(=O)CCC5=CC=C(C=C5)O
• SMILES (Isomeric): C[C@]1(CCC[C@@]2([C@@H]1CC[C@]34[C@H]2CC[C@H](C3)C(=C4)CO)C)COC(=O)CCC5=CC=C(C=C5)O
• InChI: InChI=1S/C29H40O4/c1-27(19-33-26(32)11-6-20-4-8-23(31)9-5-20)13-3-14-28(2)24(27)12-15-29-16-21(7-10-25(28)29)22(17-29)18-30/h4-5,8-9,17,21,24-25,30-31H,3,6-7,10-16,18-19H2,1-2H3/t21-,24-,25+,27+,28-,29+/m1/s1
• InChI Key: NKYQOGCVYHABDM-PAABQVOASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₄
• Molecular Weight: 452.60 g/mol
• Exact Mass: 452.29265975 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.81
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	-	0.6692	66.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7947	79.47%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.8120	81.20%
OATP1B3 inhibitior	+	0.8976	89.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7319	73.19%
BSEP inhibitior	+	0.9811	98.11%
P-glycoprotein inhibitior	+	0.6286	62.86%
P-glycoprotein substrate	+	0.5348	53.48%
CYP3A4 substrate	+	0.6952	69.52%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.8056	80.56%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	-	0.6241	62.41%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	-	0.6360	63.60%
CYP2C8 inhibition	+	0.7808	78.08%
CYP inhibitory promiscuity	-	0.5953	59.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9447	94.47%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7155	71.55%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7080	70.80%
skin sensitisation	-	0.8544	85.44%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9170	91.70%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8663	86.63%
Acute Oral Toxicity (c)	III	0.6605	66.05%
Estrogen receptor binding	+	0.9103	91.03%
Androgen receptor binding	+	0.6612	66.12%
Thyroid receptor binding	+	0.6071	60.71%
Glucocorticoid receptor binding	+	0.8218	82.18%
Aromatase binding	+	0.7456	74.56%
PPAR gamma	+	0.5904	59.04%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5505	55.05%
Fish aquatic toxicity	+	0.9966	99.66%

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	98.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.63%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.82%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	91.70%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.86%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.88%	100.00%
CHEMBL233	P35372	Mu opioid receptor	88.32%	97.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.44%	94.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.38%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.07%	93.10%
CHEMBL236	P41143	Delta opioid receptor	86.30%	99.35%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	86.20%	89.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.70%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.35%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.07%	99.17%

Plants that contains it

• Baccharis quitensis

Cross-Links

• PubChem: 163040693
• LOTUS: LTS0160000
• wikiData: Q105181211