[(1'S,2S,2'S,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',5',9',13'-tetraacetyloxy-1',10'-dihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl] acetate

Details

• Internal ID: 8d98eb3c-f16b-46f1-88e8-a244beeb3378
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1'S,2S,2'S,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',5',9',13'-tetraacetyloxy-1',10'-dihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@]4([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)C)O)OC(=O)C)CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C30H42O13/c1-13-19(39-14(2)31)11-30(37)26(43-18(6)35)24-28(9,25(42-17(5)34)23(36)22(13)27(30,7)8)20(40-15(3)32)10-21(41-16(4)33)29(24)12-38-29/h19-21,23-26,36-37H,10-12H2,1-9H3/t19-,20-,21-,23+,24-,25-,26-,28+,29-,30+/m0/s1
• InChI Key: OIPHRISUKOUZRO-IVYORAKTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₁₃
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.26254139 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	-	0.7564	75.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8339	83.39%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8367	83.67%
P-glycoprotein inhibitior	+	0.7896	78.96%
P-glycoprotein substrate	-	0.5820	58.20%
CYP3A4 substrate	+	0.6406	64.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.9044	90.44%
CYP2C9 inhibition	-	0.8329	83.29%
CYP2C19 inhibition	-	0.8834	88.34%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7923	79.23%
CYP2C8 inhibition	+	0.5513	55.13%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5555	55.55%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8815	88.15%
Skin irritation	-	0.6181	61.81%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5926	59.26%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5118	51.18%
skin sensitisation	-	0.7004	70.04%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6704	67.04%
Acute Oral Toxicity (c)	III	0.4315	43.15%
Estrogen receptor binding	+	0.7646	76.46%
Androgen receptor binding	+	0.6710	67.10%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7145	71.45%
Aromatase binding	+	0.7106	71.06%
PPAR gamma	+	0.7259	72.59%
Honey bee toxicity	-	0.6789	67.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	96.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.47%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.13%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.52%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.39%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.67%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.21%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.29%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.98%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.76%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.06%	97.36%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.64%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.61%	92.94%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.86%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.85%	91.07%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Taxus canadensis
• Taxus mairei
• Tecomella undulata

Cross-Links

• PubChem: 5321728
• NPASS: NPC125865
• LOTUS: LTS0188031
• wikiData: Q105192655