2-[4,5-dihydroxy-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-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: db96b930-674e-4358-a70d-e6a1cb3acc46
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[4,5-dihydroxy-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-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C)(CCC3C4(CCCC(C4CCC3(C)O)(C)CO)C)C=C)C)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C)(CCC3C4(CCCC(C4CCC3(C)O)(C)CO)C)C=C)C)O)O)O)O)O
• InChI: InChI=1S/C32H56O11/c1-8-30(5,14-10-20-31(6)13-9-12-29(4,16-33)19(31)11-15-32(20,7)39)43-28-26(24(37)22(35)18(3)41-28)42-27-25(38)23(36)21(34)17(2)40-27/h8,17-28,33-39H,1,9-16H2,2-7H3
• InChI Key: NCZCGOGOVSPXMD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₆O₁₁
• Molecular Weight: 616.80 g/mol
• Exact Mass: 616.38226260 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4822	48.22%
Caco-2	-	0.8468	84.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8461	84.61%
OATP1B3 inhibitior	+	0.8300	83.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7930	79.30%
P-glycoprotein inhibitior	+	0.6558	65.58%
P-glycoprotein substrate	-	0.6197	61.97%
CYP3A4 substrate	+	0.6938	69.38%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8322	83.22%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.8843	88.43%
CYP2D6 inhibition	-	0.9584	95.84%
CYP1A2 inhibition	-	0.8797	87.97%
CYP2C8 inhibition	+	0.6361	63.61%
CYP inhibitory promiscuity	-	0.9672	96.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7178	71.78%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.6058	60.58%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8199	81.99%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7297	72.97%
skin sensitisation	-	0.9210	92.10%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8706	87.06%
Acute Oral Toxicity (c)	III	0.4104	41.04%
Estrogen receptor binding	+	0.6041	60.41%
Androgen receptor binding	+	0.5883	58.83%
Thyroid receptor binding	-	0.5726	57.26%
Glucocorticoid receptor binding	+	0.5830	58.30%
Aromatase binding	+	0.6594	65.94%
PPAR gamma	+	0.5909	59.09%
Honey bee toxicity	-	0.6888	68.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9297	92.97%

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	99.38%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.85%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	96.50%	95.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.02%	96.61%
CHEMBL206	P03372	Estrogen receptor alpha	94.38%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.49%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	92.44%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.43%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	91.04%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	90.66%	92.97%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.41%	97.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL233	P35372	Mu opioid receptor	90.10%	97.93%
CHEMBL226	P30542	Adenosine A1 receptor	89.98%	95.93%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.46%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.91%	97.36%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.39%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	86.15%	95.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.74%	95.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.34%	91.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.67%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.55%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.40%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.24%	97.31%
CHEMBL237	P41145	Kappa opioid receptor	81.74%	98.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.48%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.27%	96.47%
CHEMBL1902	P62942	FK506-binding protein 1A	81.16%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.77%	97.14%
CHEMBL1977	P11473	Vitamin D receptor	80.44%	99.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.26%	92.62%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.13%	98.46%

Plants that contains it

• Sticherus quadripartitus

Cross-Links

• PubChem: 162881994
• LOTUS: LTS0220386
• wikiData: Q105177451