(1S,1'S,4S,4'S,6S,7'R,8R,9R,10'S,12S,13S,13'S,14'S,15'R,16R,17S,17'S,25'R)-6,9,15'-trihydroxy-7,7,7'-trimethylspiro[3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecane-17,21'-3,9,11,22-tetraoxaheptacyclo[15.6.1.17,10.01,14.04,13.018,23.013,25]pentacos-18(23)-ene]-2,2',18-trione

Details

• Internal ID: bbe6e38c-a2d4-4ee4-9893-740d01b356f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,1'S,4S,4'S,6S,7'R,8R,9R,10'S,12S,13S,13'S,14'S,15'R,16R,17S,17'S,25'R)-6,9,15'-trihydroxy-7,7,7'-trimethylspiro[3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecane-17,21'-3,9,11,22-tetraoxaheptacyclo[15.6.1.17,10.01,14.04,13.018,23.013,25]pentacos-18(23)-ene]-2,2',18-trione
• SMILES (Canonical): CC1(C(CC2C3(C1C(OC3)O)C4CCC5CC4(C(=O)C56CCC7=C(O6)C89CC7CC(C8C13COC4C1C(CCC3OC9=O)(CO4)C)O)C(=O)O2)O)C
• SMILES (Isomeric): C[C@@]12CC[C@H]3[C@]4([C@@H]1[C@@H](OC2)OC4)[C@@H]5[C@@H](C[C@@H]6C[C@]5(C7=C6CC[C@]8(O7)[C@@H]9CC[C@@H]1[C@@](C9)(C8=O)C(=O)O[C@@H]2[C@@]11CO[C@H]([C@@H]1C([C@H](C2)O)(C)C)O)C(=O)O3)O
• InChI: InChI=1S/C40H50O12/c1-34(2)22(42)11-24-38(15-47-29(43)26(34)38)21-5-4-18-13-36(21,32(45)51-24)31(44)40(18)9-6-19-17-10-20(41)25-37(12-17,28(19)52-40)33(46)50-23-7-8-35(3)14-48-30-27(35)39(23,25)16-49-30/h17-18,20-27,29-30,41-43H,4-16H2,1-3H3/t17-,18-,20-,21-,22+,23+,24+,25-,26-,27-,29-,30+,35+,36+,37+,38-,39+,40+/m1/s1
• InChI Key: FNVZLPATTUHFSQ-XMTGFYARSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀O₁₂
• Molecular Weight: 722.80 g/mol
• Exact Mass: 722.33022703 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8516	85.16%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8981	89.81%
P-glycoprotein inhibitior	+	0.7352	73.52%
P-glycoprotein substrate	+	0.7251	72.51%
CYP3A4 substrate	+	0.7383	73.83%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.8806	88.06%
CYP2C9 inhibition	-	0.8422	84.22%
CYP2C19 inhibition	-	0.9224	92.24%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8877	88.77%
CYP2C8 inhibition	+	0.6757	67.57%
CYP inhibitory promiscuity	-	0.9743	97.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4818	48.18%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9121	91.21%
Skin irritation	+	0.5210	52.10%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4674	46.74%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5923	59.23%
skin sensitisation	-	0.8657	86.57%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6457	64.57%
Acute Oral Toxicity (c)	III	0.5592	55.92%
Estrogen receptor binding	+	0.7380	73.80%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	-	0.5690	56.90%
Glucocorticoid receptor binding	+	0.6485	64.85%
Aromatase binding	+	0.6311	63.11%
PPAR gamma	+	0.6434	64.34%
Honey bee toxicity	-	0.6594	65.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.13%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	96.12%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.22%	97.09%
CHEMBL204	P00734	Thrombin	93.21%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.54%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.97%	90.17%
CHEMBL4302	P08183	P-glycoprotein 1	88.20%	92.98%
CHEMBL1871	P10275	Androgen Receptor	88.05%	96.43%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.09%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.74%	98.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.12%	85.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.87%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.63%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.31%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.64%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.10%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.72%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.70%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.66%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.43%	89.00%

Plants that contains it

• Arctotheca calendula
• Crotalaria laburnifolia
• Danae racemosa
• Daphniphyllum calycinum
• Elaeagnus angustifolia
• Isodon sculponeatus
• Melampodium argophyllum
• Ozothamnus obcordatus
• Quercus robur
• Salsola arbuscula

Cross-Links

• PubChem: 44557720
• NPASS: NPC220448
• LOTUS: LTS0262293
• wikiData: Q104998576