(1S,1'S,2S,3R,4'S,5S,6S,7'R,8S,10'S,11S,13'S,14R,14'S,15'R,17S,17'S,20R,25'R)-3,15'-dihydroxy-7',14-dimethylspiro[10,16,18-trioxahexacyclo[12.5.1.15,8.01,11.02,8.017,20]henicosane-6,21'-3,9,11,22-tetraoxaheptacyclo[15.6.1.17,10.01,14.04,13.018,23.013,25]pentacos-18(23)-ene]-2',7,9-trione

Details

• Internal ID: 2b63ee66-a429-4e28-9a31-ed1b5abca247
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,1'S,2S,3R,4'S,5S,6S,7'R,8S,10'S,11S,13'S,14R,14'S,15'R,17S,17'S,20R,25'R)-3,15'-dihydroxy-7',14-dimethylspiro[10,16,18-trioxahexacyclo[12.5.1.15,8.01,11.02,8.017,20]henicosane-6,21'-3,9,11,22-tetraoxaheptacyclo[15.6.1.17,10.01,14.04,13.018,23.013,25]pentacos-18(23)-ene]-2',7,9-trione
• SMILES (Canonical): CC12CCC3C4(C1C(OC2)OC4)C5C(CC6CC5(C7=C6CCC8(O7)C9CC(C1C(C9)(C8=O)C(=O)OC2C11COC4C1C(CC2)(CO4)C)O)C(=O)O3)O
• 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]9C[C@H]([C@@H]1[C@@](C9)(C8=O)C(=O)O[C@@H]2[C@@]11CO[C@H]4[C@@H]1[C@@](CC2)(CO4)C)O)C(=O)O3)O
• InChI: InChI=1S/C40H48O12/c1-34-6-4-22-38(15-48-29(26(34)38)46-13-34)24-20(41)9-17-11-36(24,32(44)50-22)28-19(17)3-8-40(52-28)18-10-21(42)25-37(12-18,31(40)43)33(45)51-23-5-7-35(2)14-47-30-27(35)39(23,25)16-49-30/h17-18,20-27,29-30,41-42H,3-16H2,1-2H3/t17-,18-,20-,21-,22+,23+,24-,25-,26-,27-,29+,30+,34+,35+,36+,37+,38+,39+,40+/m1/s1
• InChI Key: UKVLVCQUVUORIL-GRBPIKCNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈O₁₂
• Molecular Weight: 720.80 g/mol
• Exact Mass: 720.31457696 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	-	0.8526	85.26%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8200	82.00%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8611	86.11%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5120	51.20%
BSEP inhibitior	+	0.8976	89.76%
P-glycoprotein inhibitior	+	0.7365	73.65%
P-glycoprotein substrate	+	0.6050	60.50%
CYP3A4 substrate	+	0.7129	71.29%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8244	82.44%
CYP3A4 inhibition	-	0.9259	92.59%
CYP2C9 inhibition	-	0.9204	92.04%
CYP2C19 inhibition	-	0.9398	93.98%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.8604	86.04%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9722	97.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4752	47.52%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.5226	52.26%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6433	64.33%
Acute Oral Toxicity (c)	III	0.4565	45.65%
Estrogen receptor binding	+	0.7441	74.41%
Androgen receptor binding	+	0.7673	76.73%
Thyroid receptor binding	-	0.5617	56.17%
Glucocorticoid receptor binding	+	0.6323	63.23%
Aromatase binding	+	0.6004	60.04%
PPAR gamma	+	0.6618	66.18%
Honey bee toxicity	-	0.6955	69.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9586	95.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	94.60%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.35%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.49%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.33%	95.93%
CHEMBL1871	P10275	Androgen Receptor	92.30%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	92.13%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.69%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.29%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.86%	94.45%
CHEMBL204	P00734	Thrombin	87.75%	96.01%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.18%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.99%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.33%	93.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.91%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.88%	93.00%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.72%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.45%	92.94%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.91%	85.11%

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: 44557719
• NPASS: NPC19013
• ChEMBL: CHEMBL1079124
• LOTUS: LTS0220781
• wikiData: Q105274933