2-[5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 6336e06a-1628-4cf2-8c46-b34ea93f8271
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC(C)(CCC2C3(CCCC(C3CCC2(C)O)(C)CO)C)C=C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC(C)(CCC2C3(CCCC(C3CCC2(C)O)(C)CO)C)C=C)O)O)O
• InChI: InChI=1S/C26H46O7/c1-7-24(4,33-22-21(30)20(29)19(28)16(2)32-22)13-9-18-25(5)12-8-11-23(3,15-27)17(25)10-14-26(18,6)31/h7,16-22,27-31H,1,8-15H2,2-6H3
• InChI Key: YWTWSEHHNNPIGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₆O₇
• Molecular Weight: 470.60 g/mol
• Exact Mass: 470.32435380 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5946	59.46%
Caco-2	-	0.7518	75.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.8638	86.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.7427	74.27%
P-glycoprotein inhibitior	-	0.6160	61.60%
P-glycoprotein substrate	-	0.6997	69.97%
CYP3A4 substrate	+	0.6756	67.56%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.6998	69.98%
CYP2C9 inhibition	-	0.8893	88.93%
CYP2C19 inhibition	-	0.8361	83.61%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.8233	82.33%
CYP2C8 inhibition	+	0.6353	63.53%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7574	75.74%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9440	94.40%
Skin irritation	-	0.6123	61.23%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7137	71.37%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6797	67.97%
skin sensitisation	-	0.9142	91.42%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8358	83.58%
Acute Oral Toxicity (c)	III	0.4914	49.14%
Estrogen receptor binding	+	0.6443	64.43%
Androgen receptor binding	+	0.5393	53.93%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	+	0.6166	61.66%
Aromatase binding	+	0.6818	68.18%
PPAR gamma	+	0.5536	55.36%
Honey bee toxicity	-	0.7435	74.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9409	94.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.55%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	94.26%	95.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.09%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.58%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.17%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.88%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	91.31%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.13%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	89.38%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.18%	98.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.17%	97.47%
CHEMBL226	P30542	Adenosine A1 receptor	88.81%	95.93%
CHEMBL233	P35372	Mu opioid receptor	88.14%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.95%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	87.51%	95.38%
CHEMBL1951	P21397	Monoamine oxidase A	87.26%	91.49%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.46%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.76%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.62%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	84.26%	92.97%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.10%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.60%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.55%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.35%	98.10%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.85%	91.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.85%	97.14%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.63%	97.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.10%	89.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.00%	95.71%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.98%	98.46%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.38%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.26%	92.62%
CHEMBL1977	P11473	Vitamin D receptor	80.08%	99.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.02%	96.90%

Plants that contains it

• Acacia cyperophylla
• Sticherus quadripartitus

Cross-Links

• PubChem: 162986540
• LOTUS: LTS0254696
• wikiData: Q105245032