Staminol B

Details

• Internal ID: ccdf75c0-6d79-4e6d-a889-149151ea022d
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: [(2S,3S,4R,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-6,7-diacetyloxy-5-benzoyloxy-3-ethenyl-2,10,10a-trihydroxy-2,4b,8,8-tetramethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
• SMILES (Canonical): CC(=O)OC1C(C(C2CC(C3(C(C2(C1OC(=O)C4=CC=CC=C4)C)C(C(C(C3=O)(C)O)C=C)OC(=O)C5=CC=CC=C5)O)O)(C)C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@]2([C@@H](C[C@H]([C@@]3([C@@H]2[C@@H]([C@@H]([C@](C3=O)(C)O)C=C)OC(=O)C4=CC=CC=C4)O)O)C([C@@H]1OC(=O)C)(C)C)C)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C38H44O12/c1-8-24-27(49-32(42)22-15-11-9-12-16-22)29-36(6)25(19-26(41)38(29,46)34(44)37(24,7)45)35(4,5)30(48-21(3)40)28(47-20(2)39)31(36)50-33(43)23-17-13-10-14-18-23/h8-18,24-31,41,45-46H,1,19H2,2-7H3/t24-,25-,26+,27+,28-,29+,30+,31-,36-,37-,38-/m0/s1
• InChI Key: KQYKGHUFWNNIAY-FRZINCLTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₄O₁₂
• Molecular Weight: 692.70 g/mol
• Exact Mass: 692.28327683 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9696	96.96%
Caco-2	-	0.8254	82.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6823	68.23%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.8924	89.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9465	94.65%
P-glycoprotein inhibitior	+	0.8322	83.22%
P-glycoprotein substrate	-	0.6076	60.76%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.5783	57.83%
CYP2C9 inhibition	-	0.9152	91.52%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	+	0.6704	67.04%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.7291	72.91%
Skin corrosion	-	0.9108	91.08%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7396	73.96%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6593	65.93%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.6571	65.71%
Estrogen receptor binding	+	0.7582	75.82%
Androgen receptor binding	+	0.6543	65.43%
Thyroid receptor binding	+	0.6546	65.46%
Glucocorticoid receptor binding	+	0.7282	72.82%
Aromatase binding	+	0.5813	58.13%
PPAR gamma	+	0.7231	72.31%
Honey bee toxicity	-	0.6217	62.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	99.77%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	98.31%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.40%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.90%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	94.04%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.72%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.61%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.98%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.38%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.01%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.81%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.67%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.44%	93.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.81%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.24%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%
CHEMBL240	Q12809	HERG	80.27%	89.76%

Plants that contains it

• Angelica ursina
• Ardisia macrocarpa
• Asplenium nidus
• Astragalus laxmannii subsp. laxmannii
• Celmisia petriei
• Cenchrus americanus
• Chlorophytum malayense
• Cirsium helenioides
• Clausena indica
• Clusia torresii
• Empetrum nigrum
• Ephedra lomatolepis
• Euonymus maackii
• Ferula assa-foetida
• Gentiana olivieri
• Handroanthus guayacan
• Jateorhiza palmata
• Lindera umbellata
• Morus notabilis
• Nicotiana gossei
• Orthosiphon aristatus
• Orthosiphon aristatus var. aristatus
• Oryza sativa
• Picradeniopsis oppositifolia
• Pinus halepensis
• Pinus thunbergii
• Populus tremula
• Primula veris
• Pterocaulon rugosum
• Rauvolfia tetraphylla
• Salvia prionitis
• Satureja montana
• Saussurea triangulata
• Senecio grandiflorus
• Senecio integerrimus
• Stephania succifera
• Stevia salicifolia
• Tetraria capillaris
• Teucrium alyssifolium
• Ulmus laciniata
• Vernonanthura serratuloides
• Zephyranthes carinata

Cross-Links

• PubChem: 11802781
• NPASS: NPC15917
• LOTUS: LTS0113482
• wikiData: Q104399618