Siphonol C

Details

• Internal ID: 7dc27cd1-2b02-4bb7-beda-1e0496007ed8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,4R,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-7,10-diacetyloxy-5-benzoyloxy-2-ethenyl-6,10a-dihydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
• SMILES (Canonical): CC(=O)OC1CC2C(C(C(C(C2(C3C1(C(=O)C(CC3OC(=O)C4=CC=CC=C4)(C)C=C)O)CO)OC(=O)C5=CC=CC=C5)O)OC(=O)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@H]2[C@@]([C@@H]3[C@@]1(C(=O)[C@@](C[C@H]3OC(=O)C4=CC=CC=C4)(C)C=C)O)([C@H]([C@H]([C@H](C2(C)C)OC(=O)C)O)OC(=O)C5=CC=CC=C5)CO
• InChI: InChI=1S/C38H44O12/c1-7-36(6)19-25(49-32(43)23-14-10-8-11-15-23)29-37(20-39)26(18-27(47-21(2)40)38(29,46)34(36)45)35(4,5)30(48-22(3)41)28(42)31(37)50-33(44)24-16-12-9-13-17-24/h7-17,25-31,39,42,46H,1,18-20H2,2-6H3/t25-,26+,27-,28+,29-,30-,31+,36+,37+,38+/m1/s1
• InChI Key: OCMIPFCAXYMOEC-OFUWLHILSA-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: 4.10
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	-	0.8235	82.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8290	82.90%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.8274	82.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8457	84.57%
BSEP inhibitior	+	0.9808	98.08%
P-glycoprotein inhibitior	+	0.8319	83.19%
P-glycoprotein substrate	-	0.5443	54.43%
CYP3A4 substrate	+	0.6927	69.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	+	0.6424	64.24%
CYP2C9 inhibition	-	0.7585	75.85%
CYP2C19 inhibition	-	0.7654	76.54%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.6974	69.74%
CYP2C8 inhibition	+	0.6467	64.67%
CYP inhibitory promiscuity	-	0.8638	86.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.7504	75.04%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8146	81.46%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6723	67.23%
skin sensitisation	-	0.8466	84.66%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6496	64.96%
Acute Oral Toxicity (c)	III	0.6323	63.23%
Estrogen receptor binding	+	0.7782	77.82%
Androgen receptor binding	+	0.6996	69.96%
Thyroid receptor binding	+	0.6224	62.24%
Glucocorticoid receptor binding	+	0.7387	73.87%
Aromatase binding	+	0.5962	59.62%
PPAR gamma	+	0.7215	72.15%
Honey bee toxicity	-	0.7040	70.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.75%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.94%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.71%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.74%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.63%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.81%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.81%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.29%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.74%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.63%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.44%	94.62%
CHEMBL5028	O14672	ADAM10	84.44%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.43%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.99%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.38%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.35%	82.69%

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: 11115145
• NPASS: NPC33695
• LOTUS: LTS0106899
• wikiData: Q104399610