staminol D

Details

• Internal ID: cc521864-173d-41e0-8c48-f992da810cbd
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: [(2S,3S,4R,4aS,4bR,8aR,10R,10aR)-6,10-diacetyloxy-3-ethenyl-2,10a-dihydroxy-2,4b,8,8-tetramethyl-1,7-dioxo-3,4,4a,8a,9,10-hexahydrophenanthren-4-yl] benzoate
• SMILES (Canonical): CC(=O)OC1CC2C(C(=O)C(=CC2(C3C1(C(=O)C(C(C3OC(=O)C4=CC=CC=C4)C=C)(C)O)O)C)OC(=O)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@H]2[C@](C=C(C(=O)C2(C)C)OC(=O)C)([C@@H]3[C@@]1(C(=O)[C@@]([C@H]([C@H]3OC(=O)C4=CC=CC=C4)C=C)(C)O)O)C
• InChI: InChI=1S/C31H36O10/c1-8-19-23(41-26(35)18-12-10-9-11-13-18)24-29(6)15-20(39-16(2)32)25(34)28(4,5)21(29)14-22(40-17(3)33)31(24,38)27(36)30(19,7)37/h8-13,15,19,21-24,37-38H,1,14H2,2-7H3/t19-,21-,22+,23+,24+,29-,30-,31-/m0/s1
• InChI Key: XBLOXIMBZRFVEK-KPKFSDCZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₀
• Molecular Weight: 568.60 g/mol
• Exact Mass: 568.23084734 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL445435
• [(2S,3S,4R,4aS,4bR,8aR,10R,10aR)-6,10-diacetyloxy-3-ethenyl-2,10a-dihydroxy-2,4b,8,8-tetramethyl-1,7-dioxo-3,4,4a,8a,9,10-hexahydrophenanthren-4-yl] benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	-	0.7734	77.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.8270	82.70%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8691	86.91%
P-glycoprotein inhibitior	+	0.8194	81.94%
P-glycoprotein substrate	-	0.5929	59.29%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.6597	65.97%
CYP2C9 inhibition	-	0.8010	80.10%
CYP2C19 inhibition	-	0.8563	85.63%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.8035	80.35%
CYP2C8 inhibition	+	0.6828	68.28%
CYP inhibitory promiscuity	-	0.8595	85.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9461	94.61%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8890	88.90%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6676	66.76%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.5472	54.72%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.6350	63.50%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	+	0.7052	70.52%
Glucocorticoid receptor binding	+	0.7765	77.65%
Aromatase binding	+	0.5804	58.04%
PPAR gamma	+	0.7182	71.82%
Honey bee toxicity	-	0.5932	59.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	98.43%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	93.39%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.89%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.19%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.85%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.01%	94.62%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	86.70%	97.53%
CHEMBL5028	O14672	ADAM10	86.18%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL240	Q12809	HERG	85.53%	89.76%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.25%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.80%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.65%	82.69%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.23%	83.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.28%	94.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.27%	87.67%

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: 11455867
• NPASS: NPC101043
• LOTUS: LTS0108464
• wikiData: Q105324570