(3Z,3aR,3bS,5aR,6S,8aR,8bR,10aR)-3-[[[(Z)-[(3aR,3bS,5aR,6S,8aR,8bR,10aR)-6-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,1,3a,8a,8b-pentamethyl-2-oxo-3b,4,5,5a,6,7,8,9,10,10a-decahydroindeno[6,7-e]inden-3-ylidene]methyl]amino]methylidene]-6-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,1,3a,8a,8b-pentamethyl-3b,4,5,5a,6,7,8,9,10,10a-decahydroindeno[5,4-e]inden-2-one

Details

• Internal ID: 162a1765-6214-4011-b620-abff45c3936f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (3Z,3aR,3bS,5aR,6S,8aR,8bR,10aR)-3-[[[(Z)-[(3aR,3bS,5aR,6S,8aR,8bR,10aR)-6-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,1,3a,8a,8b-pentamethyl-2-oxo-3b,4,5,5a,6,7,8,9,10,10a-decahydroindeno[6,7-e]inden-3-ylidene]methyl]amino]methylidene]-6-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-1,1,3a,8a,8b-pentamethyl-3b,4,5,5a,6,7,8,9,10,10a-decahydroindeno[5,4-e]inden-2-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(C(=CNC=C4C(=O)C(C5C4(C6CCC7C(CCC7(C6(CC5)C)C)C8(CCC(O8)C(C)(C)O)C)C)(C)C)C1=O)C)CCC9C3(CCC9C1(CCC(O1)C(C)(C)O)C)C)C)C
• SMILES (Isomeric): C[C@]12[C@]3([C@@H]([C@]4(/C(=C/N/C=C\5/[C@]6([C@H](C(C5=O)(C)C)CC[C@@]7([C@@H]6CC[C@H]8[C@]7(CC[C@@H]8[C@@]9(O[C@@H](CC9)C(O)(C)C)C)C)C)C)/C(=O)C([C@@H]4CC3)(C)C)C)CC[C@@H]1[C@H](CC2)[C@@]1(O[C@@H](CC1)C(O)(C)C)C)C
• InChI: InChI=1S/C60H95NO6/c1-49(2)41-23-29-55(11)43(19-17-35-37(21-27-53(35,55)9)57(13)31-25-45(66-57)51(5,6)64)59(41,15)39(47(49)62)33-61-34-40-48(63)50(3,4)42-24-30-56(12)44(60(40,42)16)20-18-36-38(22-28-54(36,56)10)58(14)32-26-46(67-58)52(7,8)65/h33-38,41-46,61,64-65H,17-32H2,1-16H3/b39-33+,40-34+/t35-,36-,37+,38+,41+,42+,43+,44+,45+,46+,53-,54-,55-,56-,57-,58-,59+,60+/m1/s1
• InChI Key: BPWDCHSBAQMZPY-CGOFBRSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₅NO₆
• Molecular Weight: 926.40 g/mol
• Exact Mass: 925.71593975 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 13.80
• Atomic LogP (AlogP): 12.71
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.8514	85.14%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.9876	98.76%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	-	0.6897	68.97%
CYP3A4 substrate	+	0.7028	70.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8275	82.75%
CYP3A4 inhibition	-	0.6402	64.02%
CYP2C9 inhibition	-	0.7286	72.86%
CYP2C19 inhibition	-	0.7596	75.96%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7313	73.13%
CYP2C8 inhibition	+	0.5350	53.50%
CYP inhibitory promiscuity	-	0.5504	55.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4559	45.59%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6491	64.91%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6643	66.43%
skin sensitisation	-	0.7936	79.36%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7305	73.05%
Acute Oral Toxicity (c)	III	0.5420	54.20%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	+	0.7678	76.78%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.7241	72.41%
Aromatase binding	+	0.6137	61.37%
PPAR gamma	+	0.7494	74.94%
Honey bee toxicity	-	0.7599	75.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9861	98.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.24%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.29%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.36%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.21%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.17%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.91%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.54%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.35%	95.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.11%	97.33%
CHEMBL2581	P07339	Cathepsin D	81.93%	98.95%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.34%	98.99%
CHEMBL259	P32245	Melanocortin receptor 4	80.93%	95.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.21%	92.88%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.18%	90.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.05%	96.90%

Plants that contains it

• Aglaia silvestris

Cross-Links

• PubChem: 102034507
• LOTUS: LTS0050675
• wikiData: Q104944196