[(1R,4S,6R,9S,10R,12S,13R,14R)-13-(hydroxymethyl)-5,5,9-trimethyl-6-pentacyclo[11.2.1.01,10.04,9.012,14]hexadecanyl] acetate

Details

• Internal ID: b2754a64-1ca1-44f3-ba53-d171d73ac32b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,4S,6R,9S,10R,12S,13R,14R)-13-(hydroxymethyl)-5,5,9-trimethyl-6-pentacyclo[11.2.1.01,10.04,9.012,14]hexadecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC34C2CC5C(C3)C5(C4)CO)C
• SMILES (Isomeric): CC(=O)O[C@@H]1CC[C@@]2([C@@H](C1(C)C)CC[C@@]34[C@H]2C[C@H]5[C@@H](C3)[C@]5(C4)CO)C
• InChI: InChI=1S/C22H34O3/c1-13(24)25-18-6-7-20(4)16(19(18,2)3)5-8-21-10-15-14(9-17(20)21)22(15,11-21)12-23/h14-18,23H,5-12H2,1-4H3/t14-,15+,16+,17-,18+,20+,21+,22+/m0/s1
• InChI Key: UBTQUINDRHFXPQ-AFIBSPAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₃
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.5596	55.96%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8359	83.59%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6611	66.11%
P-glycoprotein inhibitior	-	0.7445	74.45%
P-glycoprotein substrate	-	0.8093	80.93%
CYP3A4 substrate	+	0.6953	69.53%
CYP2C9 substrate	-	0.8117	81.17%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	+	0.6325	63.25%
CYP2C19 inhibition	-	0.7692	76.92%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.7854	78.54%
CYP2C8 inhibition	-	0.5973	59.73%
CYP inhibitory promiscuity	-	0.8495	84.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6554	65.54%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.6868	68.68%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6309	63.09%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7925	79.25%
skin sensitisation	-	0.8013	80.13%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5674	56.74%
Acute Oral Toxicity (c)	III	0.6322	63.22%
Estrogen receptor binding	+	0.8999	89.99%
Androgen receptor binding	+	0.6272	62.72%
Thyroid receptor binding	+	0.6169	61.69%
Glucocorticoid receptor binding	+	0.7924	79.24%
Aromatase binding	+	0.7785	77.85%
PPAR gamma	+	0.5769	57.69%
Honey bee toxicity	-	0.7104	71.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	98.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.98%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.04%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.59%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.89%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.22%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.04%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.11%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.85%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.19%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	84.10%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	83.76%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.29%	89.05%
CHEMBL299	P17252	Protein kinase C alpha	82.90%	98.03%
CHEMBL4040	P28482	MAP kinase ERK2	82.15%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.60%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.31%	92.62%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.98%	96.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.95%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.83%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.42%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.15%	100.00%

Plants that contains it

• Jungermannia exsertifolia

Cross-Links

• PubChem: 162876735
• LOTUS: LTS0041719
• wikiData: Q105269654