[(1R,2S,4R,5S,6R,9S,10S,13R)-2-hydroxy-5,14-bis(hydroxymethyl)-5,9-dimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate

Details

• Internal ID: 633f854d-36ad-4f4a-ac1b-97f72633dfa3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1R,2S,4R,5S,6R,9S,10S,13R)-2-hydroxy-5,14-bis(hydroxymethyl)-5,9-dimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate
• InChI: InChI=1S/C22H34O5/c1-13(25)27-19-6-7-20(2)16-5-4-14-9-22(16,10-15(14)11-23)18(26)8-17(20)21(19,3)12-24/h10,14,16-19,23-24,26H,4-9,11-12H2,1-3H3/t14-,16+,17-,18+,19-,20+,21-,22-/m1/s1
• InChI Key: SDJVWZZBAQETFJ-UJKFHMGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.5528	55.28%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7445	74.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.8873	88.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6369	63.69%
BSEP inhibitior	+	0.6888	68.88%
P-glycoprotein inhibitior	-	0.7619	76.19%
P-glycoprotein substrate	-	0.6318	63.18%
CYP3A4 substrate	+	0.6897	68.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8658	86.58%
CYP2C9 inhibition	-	0.7917	79.17%
CYP2C19 inhibition	-	0.8455	84.55%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	-	0.6524	65.24%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9550	95.50%
Skin irritation	+	0.4940	49.40%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.6008	60.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.6313	63.13%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6919	69.19%
skin sensitisation	-	0.9003	90.03%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6888	68.88%
Acute Oral Toxicity (c)	III	0.4400	44.00%
Estrogen receptor binding	+	0.9126	91.26%
Androgen receptor binding	+	0.6351	63.51%
Thyroid receptor binding	+	0.6650	66.50%
Glucocorticoid receptor binding	+	0.8211	82.11%
Aromatase binding	+	0.7534	75.34%
PPAR gamma	+	0.5256	52.56%
Honey bee toxicity	-	0.7615	76.15%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9872	98.72%

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	96.85%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.54%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.76%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.26%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.34%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.08%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.53%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.27%	89.00%

Plants that contains it

• Sideritis hirsuta

Cross-Links

• PubChem: 162962919
• LOTUS: LTS0007744
• wikiData: Q105250685