Staminolactone B

Details

• Internal ID: 1d2bb974-b512-4270-a354-cc94632d8d90
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,4S,6S,7S,8R,9S,10S,11S,12S,13S)-6,7-diacetyloxy-8-benzoyloxy-12-ethenyl-2-hydroxy-5,5,9,13-tetramethyl-15-oxo-14,16-dioxatetracyclo[11.2.1.01,10.04,9]hexadecan-11-yl] benzoate
• SMILES (Canonical): CC(=O)OC1C(C(C2CC(C34C(C2(C1OC(=O)C5=CC=CC=C5)C)C(C(C(O3)(OC4=O)C)C=C)OC(=O)C6=CC=CC=C6)O)(C)C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@]2([C@@H](C[C@H]([C@@]34[C@@H]2[C@@H]([C@@H]([C@@](O3)(OC4=O)C)C=C)OC(=O)C5=CC=CC=C5)O)C([C@@H]1OC(=O)C)(C)C)C)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C38H42O12/c1-8-24-27(47-32(42)22-15-11-9-12-16-22)29-36(6)25(19-26(41)38(29)34(44)49-37(24,7)50-38)35(4,5)30(46-21(3)40)28(45-20(2)39)31(36)48-33(43)23-17-13-10-14-18-23/h8-18,24-31,41H,1,19H2,2-7H3/t24-,25-,26+,27+,28-,29+,30+,31-,36-,37+,38-/m0/s1
• InChI Key: XMQCLXXXCHXFQN-CWUCWMPNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₂O₁₂
• Molecular Weight: 690.70 g/mol
• Exact Mass: 690.26762677 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• [(1R,2R,4S,6S,7S,8R,9S,10S,11S,12S,13S)-6,7-Diacetyloxy-8-benzoyloxy-12-ethenyl-2-hydroxy-5,5,9,13-tetramethyl-15-oxo-14,16-dioxatetracyclo[11.2.1.01,10.04,9]hexadecan-11-yl] benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	-	0.8104	81.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8276	82.76%
OATP1B3 inhibitior	-	0.2345	23.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9763	97.63%
P-glycoprotein inhibitior	+	0.8667	86.67%
P-glycoprotein substrate	-	0.5856	58.56%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	+	0.7024	70.24%
CYP2C9 inhibition	-	0.9495	94.95%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	-	0.9200	92.00%
CYP2C8 inhibition	+	0.7377	73.77%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4247	42.47%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8914	89.14%
Skin irritation	-	0.7147	71.47%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7524	75.24%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6970	69.70%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5328	53.28%
Acute Oral Toxicity (c)	III	0.4801	48.01%
Estrogen receptor binding	+	0.7578	75.78%
Androgen receptor binding	+	0.6784	67.84%
Thyroid receptor binding	+	0.6482	64.82%
Glucocorticoid receptor binding	+	0.7220	72.20%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	+	0.7135	71.35%
Honey bee toxicity	-	0.6692	66.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.81%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	97.99%	90.17%
CHEMBL240	Q12809	HERG	97.90%	89.76%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.42%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	92.18%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.01%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.38%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.34%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.57%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.51%	95.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.41%	83.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.32%	94.62%
CHEMBL3524	P56524	Histone deacetylase 4	83.42%	92.97%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.23%	94.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.65%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.27%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.14%	97.14%
CHEMBL5028	O14672	ADAM10	80.77%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.24%	82.69%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Angelica ursina
• Ardisia macrocarpa
• Cenchrus americanus
• Chlorophytum malayense
• Clausena indica
• Empetrum nigrum
• Ephedra lomatolepis
• Euonymus maackii
• Gentiana olivieri
• Jateorhiza palmata
• Lindera umbellata
• Morus notabilis
• Nicotiana gossei
• Orthosiphon aristatus var. aristatus
• Picradeniopsis oppositifolia
• Pinus halepensis
• Pinus thunbergii
• Pterocaulon rugosum
• Rauvolfia tetraphylla
• Salvia prionitis
• Satureja montana
• Saussurea triangulata
• Senecio grandiflorus
• Stephania succifera
• Stevia salicifolia
• Tetraria capillaris
• Teucrium alyssifolium
• Vernonanthura serratuloides
• Zephyranthes carinata

Cross-Links

• PubChem: 10676125
• NPASS: NPC282054
• LOTUS: LTS0078556
• wikiData: Q104399627