9,12-dihydroxy-2-(2-hydroxy-3-methyl-4-oxopentyl)-4a,4b,7,7,10a-pentamethyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,6a,8,9,10,10b,11,12-decahydro-3H-chrysene-2-carboxylic acid

Details

• Internal ID: ec8acfcc-807b-405b-8634-c34c37e20093
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 9,12-dihydroxy-2-(2-hydroxy-3-methyl-4-oxopentyl)-4a,4b,7,7,10a-pentamethyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6,6a,8,9,10,10b,11,12-decahydro-3H-chrysene-2-carboxylic acid
• SMILES (Canonical): CC(C(CC1(CCC2(C(=C1)C(CC3C2(CCC4C3(CC(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)C)C(=O)O)O)C(=O)C
• SMILES (Isomeric): CC(C(CC1(CCC2(C(=C1)C(CC3C2(CCC4C3(CC(C(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)C)C(=O)O)O)C(=O)C
• InChI: InChI=1S/C36H58O12/c1-17(18(2)38)21(40)15-36(31(45)46)11-10-34(6)19(13-36)20(39)12-25-33(5)14-22(41)29(32(3,4)24(33)8-9-35(25,34)7)48-30-28(44)27(43)26(42)23(16-37)47-30/h13,17,20-30,37,39-44H,8-12,14-16H2,1-7H3,(H,45,46)
• InChI Key: GDGOHQANLRANAK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₂
• Molecular Weight: 682.80 g/mol
• Exact Mass: 682.39282728 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8588	85.88%
Caco-2	-	0.8660	86.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8773	87.73%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.8201	82.01%
OATP1B3 inhibitior	-	0.3629	36.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5068	50.68%
BSEP inhibitior	-	0.6460	64.60%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	-	0.5320	53.20%
CYP3A4 substrate	+	0.7116	71.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.6085	60.85%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.7689	76.89%
Human Ether-a-go-go-Related Gene inhibition	+	0.6680	66.80%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6945	69.45%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5818	58.18%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	+	0.7247	72.47%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.5696	56.96%
Glucocorticoid receptor binding	+	0.6688	66.88%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.6901	69.01%
Honey bee toxicity	-	0.6990	69.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.82%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.49%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.21%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.59%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.12%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.61%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.25%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.14%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.84%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	83.76%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.48%	92.78%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.43%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.38%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.80%	89.00%
CHEMBL5028	O14672	ADAM10	80.70%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.70%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.41%	91.24%
CHEMBL2514	O95665	Neurotensin receptor 2	80.05%	100.00%

Plants that contains it

• Elsholtzia bodinieri

Cross-Links

• PubChem: 162917131
• LOTUS: LTS0006327
• wikiData: Q105006697