[(2S,3S,4R,4aS,4bR,7R,8aR,9R,10aS)-9-acetyloxy-4-benzoyloxy-7-ethenyl-3,8a-dihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-2-yl] benzoate

Details

• Internal ID: fa77a232-ab34-4356-9e27-9eefda7f2073
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2S,3S,4R,4aS,4bR,7R,8aR,9R,10aS)-9-acetyloxy-4-benzoyloxy-7-ethenyl-3,8a-dihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-2-yl] benzoate
• SMILES (Canonical): CC(=O)OC1CC2C(C(C(C(C2(C3C1(C(=O)C(CC3=O)(C)C=C)O)C)OC(=O)C4=CC=CC=C4)O)OC(=O)C5=CC=CC=C5)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@H]2[C@]([C@H]([C@H]([C@H](C2(C)C)OC(=O)C3=CC=CC=C3)O)OC(=O)C4=CC=CC=C4)([C@@H]5[C@@]1(C(=O)[C@@](CC5=O)(C)C=C)O)C
• InChI: InChI=1S/C36H40O10/c1-7-34(5)19-23(38)27-35(6)24(18-25(44-20(2)37)36(27,43)32(34)42)33(3,4)28(45-30(40)21-14-10-8-11-15-21)26(39)29(35)46-31(41)22-16-12-9-13-17-22/h7-17,24-29,39,43H,1,18-19H2,2-6H3/t24-,25+,26-,27+,28+,29-,34-,35-,36-/m0/s1
• InChI Key: RNHZJCFJGXQTMF-OBSWDRTESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₀O₁₀
• Molecular Weight: 632.70 g/mol
• Exact Mass: 632.26214747 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.7954	79.54%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7196	71.96%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.8203	82.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9001	90.01%
P-glycoprotein inhibitior	+	0.8129	81.29%
P-glycoprotein substrate	-	0.6484	64.84%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	+	0.5260	52.60%
CYP2C9 inhibition	-	0.8244	82.44%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.6953	69.53%
CYP2C8 inhibition	+	0.6425	64.25%
CYP inhibitory promiscuity	-	0.9041	90.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7073	70.73%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7918	79.18%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6724	67.24%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4742	47.42%
Acute Oral Toxicity (c)	III	0.6242	62.42%
Estrogen receptor binding	+	0.7465	74.65%
Androgen receptor binding	+	0.7018	70.18%
Thyroid receptor binding	+	0.6449	64.49%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	+	0.6942	69.42%
Honey bee toxicity	-	0.6275	62.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.82%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.97%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.33%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.84%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.34%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.75%	95.50%
CHEMBL5028	O14672	ADAM10	85.55%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.51%	94.62%
CHEMBL2535	P11166	Glucose transporter	84.27%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	83.32%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.17%	94.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.03%	93.03%

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: 10258500
• NPASS: NPC112523
• ChEMBL: CHEMBL505211
• LOTUS: LTS0153134
• wikiData: Q105241360